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US4152137A Expired / Lapsed US ⏱️ 0.0 years remaining

Phenylglyoxylonitrile-2-oxime-cyanomethyl ether as a crop safener

Assignee: Novartis Corp
•
Filing: 1977-02-28
•
Granted: 1979-05-01
•
Expires: 1997-02-28
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Abstract

Abstract The new compound phenylglyoxylonitrile-2-oxime-cyanomethylether of the formula ##STR1## and compositions containing it, are used as a safener (antidote) for selectively combatting weeds in culture crops, especially sorghum and rice, in order to protect these cultivated plants from being injured by strong herbicides such as chloroacetanilides and thiolcarbamates. The safener is preferably applied to the crop seeds prior to planting.

Inventors

  • 👤 Henry Martin

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 12:58
CPC Classifications
A; A01; A01N; A01N37/00; A01N37/34; A01N37/18; A01N37/22; A01N2300/00

Claims Analysis

Total Claims: 68
Claim 1
Independent Claim 152 words
A herbicidal composition comprising (1) a herbicidally effective amount of a chloroacetanilide compound of the formula ##STR8## wherein R 1 is lower alkyl, alkoxy, alkoxyalkyl, fluorine or chlorine and R 2 , r 4 and R 5 independently of one another are hydrogen, lower alkyl, alkoxy, alkoxyalkyl or chlorine, and R is alkyl having 1 to 4 carbon atoms which may be substituted by carboxy, carboxylic acid ester, carboxylic acid amide, or carboxylic acid (mono- or di-lower aliphatic) amide; or wherein R is propynyl, butynyl, acetalized carbonylalkyl, or alkoxyalkyl of the form -A-O-R 3 , in which A is alkylene having 1 to 4 carbon atoms of which 1 or 2 are in the direct chain, and R 3 is lower alkyl or alkenyl or cycloalkyl or cycloalkylmethyl having 3 to 6 ring carbon atoms, and (2) phenylglyoxylonitrile-2-oximecyanomethyl ether in sufficient amount to prevent injury to crops treated with said herbicide composition.
Claim 2
Dependent Claim 152 words
A herbicidal composition comprising (1) a herbicidally effective amount of a chloroacetanilide compound of the formula ##STR8## wherein R 1 is lower alkyl, alkoxy, alkoxyalkyl, fluorine or chlorine and R 2 , r 4 and R 5 independently of one another are hydrogen, lower alkyl, alkoxy, alkoxyalkyl or chlorine, and R is alkyl having 1 to 4 carbon atoms which may be substituted by carboxy, carboxylic acid ester, carboxylic acid amide, or carboxylic acid (mono- or di-lower aliphatic) amide; or wherein R is propynyl, butynyl, acetalized carbonylalkyl, or alkoxyalkyl of the form -A-O-R 3 , in which A is alkylene having 1 to 4 carbon atoms of which 1 or 2 are in the direct chain, and R 3 is lower alkyl or alkenyl or cycloalkyl or cycloalkylmethyl having 3 to 6 ring carbon atoms, and (2) phenylglyoxylonitrile-2-oximecyanomethyl ether in sufficient amount to prevent injury to crops treated with said herbicide composition.
Claim 3
Dependent Claim 105 words
A herbicide composition according to claim 1 wherein R 1 is hydrogen or alkyl having from 1 to 4 carbon atoms, R 2 is alkyl having from 1 to 4 carbon atoms, R is alkyl having from 1 to 4 carbon atoms which is substituted by carboxylic acid ester, or alkoxyalkyl of the formula --A--O--R 3 in which A is alkylene having 2 or 3 carbon atoms of which 1 or 2 are in the direct chain, R 3 is alkyl having from 1 to 4 carbon atoms or alkenyl having from 2 to 4 carbon atoms, and R 4 and R 5 are hydrogen.
Claim 4
Dependent Claim 14 words
A herbicide composition according to claim 2 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]-2-methyl-6-ethyl-chloroacetanilide.
Claim 5
Dependent Claim 14 words
A herbicide composition according to claim 2 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]-2,6-dimethyl-chloroacetanilide.
Claim 6
Dependent Claim 14 words
A herbicide composition according to claim 2 in which the chloroacetanilide compound is N-(2'-n-propoxyethyl)-2,6-diethylchloroacetanilide.
Claim 7
Dependent Claim 14 words
A herbicide composition according to claim 1 in which the chloroacetanilide compound is N-(n-butoxymethyl)-2,6-diethylchloroacetanilide.
Claim 8
Dependent Claim 14 words
A herbicide composition according to claim 1 in which the chloroacetanilide compound is N-[3'-ethoxyprop-(2')-yl]-2-methyl-6-ethyl-chloroacetanilide.
Claim 9
Dependent Claim 14 words
A herbicide composition according to claim 1 in which the chloroacetanilide compound is N-ethoxymethyl-2-methyl-6-ethylchloroacetanilide.
Claim 10
Dependent Claim 14 words
A herbicide composition according to claim 1 in which the chloroacetanilide compound is N-methoxymethyl-2,6-diethyl-chloroacetanilide.
Claim 11
Dependent Claim 47 words
In the method of controlling weeds in sorghum cultures wherein a herbicidally effective amount of a chloroacetanilide compound of claim 1 is applied to the habitat of said weeds, the improvement comprising applying to said habitat, in sufficient amount to prevent injury to the sorghum phenylglyoxylonitrile-2-oxime-cyanomethyl ether.
Claim 12
Dependent Claim 47 words
In the method of controlling weeds in sorghum cultures wherein a herbicidally effective amount of a chloroacetanilide compound of claim 2 is applied to the habitat of said weeds, the improvement comprising applying to said habitat, in sufficient amount to prevent injury to the sorghum, phenylglyoxylinitrile-2-oxime-cyanomethyl ether.
Claim 13
Dependent Claim 47 words
In the method of controlling weeds in sorghum cultures wherein a herbicidally effective amount of the chloroacetanilide compound of claim 3 is applied to the habitat of said weeds, the improvement comprising applying to said habitat, in sufficient amount to prevent injury to the sorghum, phenylglyoxylonitrile-2-oxime-cyanomethyl ether.
Claim 14
Dependent Claim 47 words
In the method of controlling weeds in sorghum cultures wherein a herbicidally effective amount of the chloroacetanilide compound of claim 4 is applied to the habitat of said weeds, the improvement comprising applying to said habitat, in sufficient amount to prevent injury to the sorghum, phenylglyoxylonitrile-2-oxime-cyanomethyl ether.
Claim 15
Dependent Claim 47 words
In the method of controlling weeds in sorghum cultures wherein a herbicidally effective amount of the chloroacetanilide compound of claim 7 is applied to the habitat of said weeds, the improvement comprising applying to said habitat, in sufficient amount to prevent injury to the sorghum, phenylglyoxylonitrile-2-oxime-cyanomethyl ether.
Claim 16
Dependent Claim 47 words
In the method of controlling weeds in sorghum cultures wherein a herbicidally effective amount of the chloroacetanilide compound of claim 8 is applied to the habitat of said weeds, the improvement comprising applying to said habitat, in sufficient amount to prevent injury to the sorghum, phenylglyoxylonitrile-2-oxime-cyanomethyl ether.
Claim 17
Dependent Claim 47 words
In the method of controlling weeds in sorghum cultures wherein a herbicidally effective amount of the chloroacetanilide compound of claim 9 is applied to the habitat of said weeds, the improvement comprising applying to said habitat, in sufficient amount to prevent injury to the sorghum, phenylglyoxylonitrile-2-oxime-cyanomethyl ether.
Claim 18
Dependent Claim 47 words
In the method of controlling weeds in rice cultures wherein a herbicidally effective amount of the chloroacetanilide compound of claim 5 is applied to the habitat of said weeds, the improvement comprising applying to said habitat, in sufficient amount to prevent injury to the rice, phenylglyoxylonitrile-2-oxime-cyanomethyl ether.
Claim 19
Dependent Claim 48 words
In the method of controlling weeds in rice cultures wherein a herbicidally effective amount of the chloroacetanilide compound of claim 6 is applied to the habitat of said weeds, the improvement comprising applying to said habitat, in an amount sufficient to prevent injury to the rice, phenylglyoxylonitrile-2-oxime-cyanomethyl ether.
Claim 20
Independent Claim 167 words
A method for protecting sorghum and rice crops from injury arising from the action of a herbicidal chloroacetanilide of the formula ##STR9## wherein R 1 is lower alkyl, alkoxy, alkoxyalkyl, flourine or chlorine, and R 2 , r 4 and R 5 independently of one another are hydrogen, lower alkyl, alkoxy, alkoxyalkyl or chlorine, and R is alkyl having 1 to 4 carbon atoms which may be substituted by carboxy, carboxylic acid ester, carboxylic acid amide, or carboxylic acid (mono- or di-lower aliphatic) amide; or wherein R is proynyl, butynyl, acetalized carbonylalkyl, or alkoxyalkyl of the form --A--O--R 3 , in which A is alkylene having 1 to 4 carbon atoms of which 1 or 2 are in the direct chain, and R 3 is lower alkyl or alkenyl or cycloalkyl or cycloalkylmethyl having 3 to 6 ring carbon atoms, said method comprising applying to the soil in the rows of sorghum or rice seed, prior to treatment with the herbicide, a crop-protecting amount of phenylglyoxylonitrile-2-oximecyanomethyl ether.
Claim 21
Independent Claim 167 words
A method for protecting sorghum and rice crops from injury arising from the action of a herbicidal chloroacetanilide of the formula ##STR9## wherein R 1 is lower alkyl, alkoxy, alkoxyalkyl, flourine or chlorine, and R 2 , r 4 and R 5 independently of one another are hydrogen, lower alkyl, alkoxy, alkoxyalkyl or chlorine, and R is alkyl having 1 to 4 carbon atoms which may be substituted by carboxy, carboxylic acid ester, carboxylic acid amide, or carboxylic acid (mono- or di-lower aliphatic) amide; or wherein R is proynyl, butynyl, acetalized carbonylalkyl, or alkoxyalkyl of the form --A--O--R 3 , in which A is alkylene having 1 to 4 carbon atoms of which 1 or 2 are in the direct chain, and R 3 is lower alkyl or alkenyl or cycloalkyl or cycloalkylmethyl having 3 to 6 ring carbon atoms, said method comprising applying to the soil in the rows of sorghum or rice seed, prior to treatment with the herbicide, a crop-protecting amount of phenylglyoxylonitrile-2-oximecyanomethyl ether.
Claim 22
Dependent Claim 106 words
A method according to claim 19 wherein, in the chloroacetanilide compound, R 1 is hydrogen or alkyl having from 1 to 4 carbon atoms, R 2 is alkyl having from 1 to 4 carbon atoms, and R is alkyl having from 1 to 4 carbon atoms substituted by carboxylic acid ester, or alkoxyalkyl of the formula --A--O--R 3 , where A is alkylene having 2 or 3 carbon atoms of which 1 or 2 are in the direct chain and R 3 having from 1 to 4 carbon atoms or alkenyl having from 2 to 4 carbon atoms, and R 4 and R 5 are hydrogen.
Claim 23
Dependent Claim 12 words
A method according to claim 19 in which the crop is sorghum.
Claim 24
Dependent Claim 13 words
A method according to claim 21 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]-2-methyl-6-ethyl-chloroacetanilide.
Claim 25
Dependent Claim 13 words
A method according to claim 21 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]-2,6-dimethyl-chloroacetanilide.
Claim 26
Dependent Claim 13 words
A method according to claim 21 in which the chloroacetanilide compound is N-methoxymethyl-2,6-diethyl-chloroacetanilide.
Claim 27
Dependent Claim 18 words
A method according to claim 19 in which the crop is rice and the chloroacetanilide compound is N-(2'-n-propoxyethyl)-2,6-diethyl-chloroacetanilide.
Claim 28
Independent Claim 158 words
A method for protecting crops from injury caused by application of a herbicidal chloroacetanilide compound of the formula ##STR10## wherein R 1 is lower alkyl, alkoxy, alkoxyalkyl, fluorine or chlorine, and R 2 , r 4 and R 5 independently of one another are hydrogen, lower alkyl, alkoxy, alkoxyalkyl or chlorine, and R is alkyl having 1 to 4 carbon atoms which may be substituted by carboxy, carboxylic acid ester, carboxylic acid amide, or carboxylic acid (mono- or di-lower aliphatic) amide or a cyano group; or wherein R is a propynyl, butynyl, acetalized carbonylalkyl, or an alkoxyalkyl group of the form --A--O--R 3 , in which A is alkylene having 1 to 4 carbon atoms of which 1 or 2 are in the direct chain, and R 3 is lower alkyl or alkenyl or cycloalkyl or cycloalkylmethyl having 3 to 6 ring carbon atoms, said method comprising applying to the crop seeds, a crop-protecting amount of phenylglyoxylonitrile-2-oxime-cyanomethyl ether.
Claim 29
Independent Claim 158 words
A method for protecting crops from injury caused by application of a herbicidal chloroacetanilide compound of the formula ##STR10## wherein R 1 is lower alkyl, alkoxy, alkoxyalkyl, fluorine or chlorine, and R 2 , r 4 and R 5 independently of one another are hydrogen, lower alkyl, alkoxy, alkoxyalkyl or chlorine, and R is alkyl having 1 to 4 carbon atoms which may be substituted by carboxy, carboxylic acid ester, carboxylic acid amide, or carboxylic acid (mono- or di-lower aliphatic) amide or a cyano group; or wherein R is a propynyl, butynyl, acetalized carbonylalkyl, or an alkoxyalkyl group of the form --A--O--R 3 , in which A is alkylene having 1 to 4 carbon atoms of which 1 or 2 are in the direct chain, and R 3 is lower alkyl or alkenyl or cycloalkyl or cycloalkylmethyl having 3 to 6 ring carbon atoms, said method comprising applying to the crop seeds, a crop-protecting amount of phenylglyoxylonitrile-2-oxime-cyanomethyl ether.
Claim 30
Dependent Claim 112 words
A method according to claim 26 wherein, in the chloroacetanilide compound, R 1 is hydrogen or alkyl having from 1 to 4 carbon atoms, R 2 is alkyl having from 1 to 4 carbon atoms, R is alkyl having from 1 to 4 carbon atoms which is substituted by a carboxylic acid ester group, or an alkoxyalkyl group of the formula --A--O--R 3 in which A is alkylene having 2 or 3 carbon atoms of which 1 or 2 are in the direct chain, R 3 is alkyl having from 1 to 4 carbon atoms or alkenyl having from 2 to 4 carbon atoms, and R 4 and R 5 are hydrogen.
Claim 31
Dependent Claim 12 words
A method according to claim 26 in which the crop is sorghum.
Claim 32
Dependent Claim 13 words
A method according to claim 28 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]-2-methyl-6-ethyl-chloroacetanilide.
Claim 33
Dependent Claim 13 words
A method according to claim 28 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]-2,6-dimethyl-chloroacetanilide.
Claim 34
Dependent Claim 13 words
A method according to claim 28 in which the chloroacetanilide compound is N-[3'-ethoxyprop-(2')-yl]-2-methyl-6-ethyl-chloroacetanilide.
Claim 35
Dependent Claim 13 words
A method according to claim 28 in which the chloroacetanilide compound is N-ethoxymethyl-2-methyl-6-ethyl-chloroacetanilide.
Claim 36
Dependent Claim 13 words
A method according to claim 28 in which the chloroacetanilide compound is N-methoxymethyl-2,6-diethyl-chloroacetanilide.
Claim 37
Dependent Claim 13 words
A method according to claim 28 in which the chloroacetanilide compound is N-(2'-methoxyethyl)-2,6-diethyl-chloroacetanilide.
Claim 38
Dependent Claim 13 words
A method according to claim 28 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]-2-methyl-chloroacetanilide.
Claim 39
Dependent Claim 13 words
A method according to claim 28 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]-2,6-diethyl-chloroacetanilide.
Claim 40
Dependent Claim 13 words
A method according to claim 28 in which the chloroacetanilide compound is N-[3'-ethoxyprop-(2')-yl]-2,6-dimethyl-chloroacetanilide.
Claim 41
Dependent Claim 18 words
A method according to claim 26 in which the crop is rice and the chloroacetanilide compound is N-(n-butoxymethyl)-2,6-diethyl-chloroacetanilide.
Claim 42
Dependent Claim 18 words
A method according to claim 26 in which the crop is rice and the chloroacetanilide compound is N-(2'-n-propoxyethyl)-2,6-diethyl-chloroacetanilide.
Claim 43
Independent Claim 158 words
A method for selectively controlling weeds in sorghum cultures which comprises applying to a culture of sorghum grown from seed treated with a safening amount of phenylglyoxylonitrile-2-oxime-cyanomethyl ether a herbicidally effective amount of a chloroacetanilide compound of the formula ##STR11## wherein R 1 is lower alkyl, alkoxy, alkoxyalkyl, fluorine or chlorine, and R 2 , r 4 and R 5 independently of one another are hydrogen, lower alkyl, alkoxy, alkoxyalkyl or chlorine, and R is alkyl having 1 to 4 carbon atoms which may be substituted by carboxy, carboxylic acid ester, carboxylic acid amide, or carboxylic acid (mono- or di-lower aliphatic) amide; or wherein R is propynyl, butynyl acetalized carbonylalkyl, or alkoxyalkyl of the form --A--O--R 3 , in which A is alkylene having 1 to 4 carbon atoms of which 1 or 2 are in the direct chain, and R 3 is lower alkyl or alkenyl or cycloalkyl or cycloalkymethyl having 3 to 6 ring carbon atoms.
Claim 44
Independent Claim 158 words
A method for selectively controlling weeds in sorghum cultures which comprises applying to a culture of sorghum grown from seed treated with a safening amount of phenylglyoxylonitrile-2-oxime-cyanomethyl ether a herbicidally effective amount of a chloroacetanilide compound of the formula ##STR11## wherein R 1 is lower alkyl, alkoxy, alkoxyalkyl, fluorine or chlorine, and R 2 , r 4 and R 5 independently of one another are hydrogen, lower alkyl, alkoxy, alkoxyalkyl or chlorine, and R is alkyl having 1 to 4 carbon atoms which may be substituted by carboxy, carboxylic acid ester, carboxylic acid amide, or carboxylic acid (mono- or di-lower aliphatic) amide; or wherein R is propynyl, butynyl acetalized carbonylalkyl, or alkoxyalkyl of the form --A--O--R 3 , in which A is alkylene having 1 to 4 carbon atoms of which 1 or 2 are in the direct chain, and R 3 is lower alkyl or alkenyl or cycloalkyl or cycloalkymethyl having 3 to 6 ring carbon atoms.
Claim 45
Dependent Claim 109 words
A method according to claim 40 in which, in the chloroacetanilide compound, R 1 is hydrogen or alkyl having from 1 to 4 carbon atoms, R 2 is alkyl having from 1 to 4 carbon atoms, R is alkyl having from 1 to 4 carbon atoms which is substituted by carboxylic acid ester, or alkoxyalkyl of the formula --A--O--R 3 in which A is alkylene having 2 or 3 carbon atoms of which 1 or 2 are in the direct chain, R 3 is alkyl having from 1 to 4 carbon atoms or alkenyl having from 2 to 4 carbon atoms, and R 4 and R 5 are hydrogen.
Claim 46
Dependent Claim 13 words
A method according to claim 41 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]-2-methyl-6-ethyl-chloroacetanilide.
Claim 47
Dependent Claim 13 words
A method according to claim 41 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]-2,6-dimethyl-chloroacetanilide.
Claim 48
Dependent Claim 13 words
A method according to claim 41 in which the chloroacetanilide compound is N-[3'-ethoxyprop-(2')-yl]-2-methyl-6-ethyl-chloroacetanilide.
Claim 49
Dependent Claim 13 words
A method according to claim 41 in which the chloroacetanilide compound is N-ethoxymethyl-2-methyl-6-ethyl-chloroacetanilide.
Claim 50
Dependent Claim 13 words
A method according to claim 41 in which the chloroacetanilide compound is N-methoxymethyl-2,6-diethyl-chloroacetanilide.
Claim 51
Dependent Claim 13 words
A method according to claim 41 in which the chloroacetanilide compound is N-(2'-methoxyethyl)-2,6-diethyl-chloroacetanilide.
Claim 52
Dependent Claim 13 words
A method according to claim 41 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]-2-methyl-chloroacetanilide.
Claim 53
Dependent Claim 13 words
A method according to claim 41 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]-2,6-diethyl-chloroacetanilide.
Claim 54
Dependent Claim 13 words
A method according to claim 41 in which the chloroacetanilide compound is N-[3'-ethoxyprop-(2')-2,6-dimethyl-chloroacetanilide.
Claim 55
Dependent Claim 163 words
Rice or sorghum seed, the plants grown from which are resistant to injury by preemergence application of a herbicidal compound of the formula: ##STR12## wherein R 1 is lower alkyl, alkoxy, alkoxyalkyl, fluorine or chlorine and R 2 , r 4 and R 5 independently of one another are hydorgen, lower alkyl, alkoxy, alkoxyalkyl or chlorine and R is alkyl having 1 to 4 carbon atoms which may be substituted by carboxy, carboxylic acid ester, carboxylic acid amide, or carboxylic acid (mono- or di-lower aliphatic) amide or wherein R is propynyl, butynyl, acetalized carbonylalkyl, or alkoxyalkyl of the form --A--O--R, in which A is alkylene having 1 to 4 carbon atoms of which 1 or 2 are in the direct chain, and R 3 is lower alkyl or alkenyl or cycloalkyl or cycloalkylmethyl having 3 to 6 ring carbon atoms, said seed being coated with phenylglyoxylonitrile-2-oximecyanomethyl ether in an amount ranging from about 5 to about 500 grams per 100 kilograms of seed.
Claim 56
Dependent Claim 163 words
Rice or sorghum seed, the plants grown from which are resistant to injury by preemergence application of a herbicidal compound of the formula: ##STR12## wherein R 1 is lower alkyl, alkoxy, alkoxyalkyl, fluorine or chlorine and R 2 , r 4 and R 5 independently of one another are hydorgen, lower alkyl, alkoxy, alkoxyalkyl or chlorine and R is alkyl having 1 to 4 carbon atoms which may be substituted by carboxy, carboxylic acid ester, carboxylic acid amide, or carboxylic acid (mono- or di-lower aliphatic) amide or wherein R is propynyl, butynyl, acetalized carbonylalkyl, or alkoxyalkyl of the form --A--O--R, in which A is alkylene having 1 to 4 carbon atoms of which 1 or 2 are in the direct chain, and R 3 is lower alkyl or alkenyl or cycloalkyl or cycloalkylmethyl having 3 to 6 ring carbon atoms, said seed being coated with phenylglyoxylonitrile-2-oximecyanomethyl ether in an amount ranging from about 5 to about 500 grams per 100 kilograms of seed.
Claim 57
Dependent Claim 108 words
Seed according to claim 51 in which, in the chloroacetanilide compound, R 1 is hydrogen or alkyl having from 1 to 4 carbon atoms, R 2 is alkyl having from 1 to 4 carbon atoms, R is alkyl having from 1 to 4 carbon atoms which is substituted by carboxylic acid ester, or alkoxyalkyl of the formula --A--O--R 3 in which A is alkylene having 2 or 3 carbon atoms of which 1 or 2 are in the direct chain, R 3 is alkyl having from 1 to 4 carbon atoms or alkenyl having from 2 to 4 carbon atoms, and R 4 and R 5 are hydrogen.
Claim 58
Dependent Claim 12 words
Seed according to claim 52 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]-2-methyl-6-ethyl-chloroacetanilide.
Claim 59
Dependent Claim 12 words
Seed according to claim 52 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]-2,6-dimethyl-chloroacetanilide.
Claim 60
Dependent Claim 12 words
Seed according to claim 52 in which the chloroacetanilide compound is N-[3'-ethoxyprop-(2')-yl]-2-methyl-6-ethyl-chloroacetanilide.
Claim 61
Dependent Claim 12 words
Seed according to claim 52 in which the chloroacetanilide compound is N-ethoxymethyl-2-methyl-6-ethyl-chloroacetanilide.
Claim 62
Dependent Claim 12 words
Seed according to claim 52 in which the chloroacetanilide compound is N-methoxymethyl-2,6-diethyl-chloroacetanilide.
Claim 63
Dependent Claim 12 words
Seed according to claim 52 in which the chloroacetanilide compound is N-(2'-methoxyethyl)-2,6-diethyl-chloroacetanilide.
Claim 64
Dependent Claim 12 words
Seed according to claim 52 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]-2-methyl-chloroacetanilide.
Claim 65
Dependent Claim 12 words
Seed according to claim 52 in which the chloroacetanilide compound is N-[3'-methoxyprop-(2')-yl]2,6-diethyl-chloroacetanilide.
Claim 66
Dependent Claim 12 words
Seed according to claim 52 in which the chloroacetanilide compound is N-[3'-ethoxyprop-(2')-yl]-2,6-dimethyl-chloroacetanilide.
Claim 67
Dependent Claim 25 words
Seed according to claim 51 which is coated with phenylglyoxylonitrile-2-oximecyanomethyl ether in an amount ranging from 50 to 400 grams per 100 kilograms of seed.
Claim 68
Dependent Claim 12 words
Seed according to claim 52 in which the cloroacetanilide compound is N-(2'-n-propoxyethyl)-2,6-diethyl-chloroacetanilide.

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