US4618358A
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US
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Herbicidal N-2-(nitro-5-phenoxy-phenyl)-aminoalkylphosphonic acid and esters
Assignee: Novartis Corp
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Filing: 1984-09-19
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Granted: 1986-10-21
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Expires: 2004-09-19
Abstract
Abstract The present invention relates to (2-nitro-5-aryloxyphenylamino)alkylphosphonic, -alkylphosphinic and -alkylphosphonous acid derivatives of the general formula I <IMAGE> (I) wherein X is halogen, CF3, NO2, CN, CONH2 or CSNH2, Y is nitrogen or -CH=, R is hydrogen, C1-C4alkyl or aralkyl containing 1 to 4 carbon atoms in the alkyl moiety, R1 is C1-C4alkyl, R2 is C1-C4alkyl, phenyl or -PO(OR6)2, R3 is hydrogen or C1-C4alkyl, R4 is hydrogen, C1-C4alkyl or a cation, R5 is hydrogen, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, hydroxyl or an -O-cation group, R6 is hydrogen or C1-C4alkyl, m is a value from 0 to 3, n is 0 or 1, p is a value from 0 to 3, and q is 0 or 1,with the proviso that R1 and R3 taken together may also be an unsubstituted or substituted C1-C3alkylene chain and at least one of the symbols n, p and q is a value different from 0. These compounds have useful herbicidal properties.
Inventors
- 👤 Ludwig Maier
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 14:44
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/40; C07F9/4003; C07F9/4018; A; A01; A01N; A01N57/00; A01N57/18; A01N57/22; A01N57/24; C07F9/30; C07F9/301; C07F9/32; C07F9/3205; C07F9/3211; C07F9/3804; C07F9/3808; C07F9/383; C07F9/4006; C07F9/48; C07F9/4808; C07F9/4816; C07F9/547; C07F9/553; C07F9/576; C07F9/58
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
175 words
A (2-nitro-5-aryloxyphenylamino)alkylphosphonic, -alkylphosphonic or -alkylphosphonous acid derivative of the formula ##STR14## wherein X is halogen, CF 3 , NO 2 , CN, CONH 2 or CSNH 2 , R 1 is C 1 -C 4 alkyl, R 2 is C 1 -C 4 alkyl, phenyl or --PO(OR 6 ) 2 , R 3 is hydrogen or C 1 -C 4 alkyl, R 4 is hydrogen, C 1 -C 4 alkyl or a cation, R 5 is hydrogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 4 alkoxy, hydroxyl or an --O--cation group, R 6 is hydrogen or C 1 -C 4 alkyl, m is a value from 0 to 3, n is 0 or 1, p is a value from 0 to 3 and q is 0 or 1, with the proviso that R 1 and R 3 taken together may also be an unsubstituted or substituted C 1 -C 3 alkylene chain and at least one of the symbols n, p and q is a value different from 0.
Claim 2
Dependent Claim
175 words
A (2-nitro-5-aryloxyphenylamino)alkylphosphonic, -alkylphosphonic or -alkylphosphonous acid derivative of the formula ##STR14## wherein X is halogen, CF 3 , NO 2 , CN, CONH 2 or CSNH 2 , R 1 is C 1 -C 4 alkyl, R 2 is C 1 -C 4 alkyl, phenyl or --PO(OR 6 ) 2 , R 3 is hydrogen or C 1 -C 4 alkyl, R 4 is hydrogen, C 1 -C 4 alkyl or a cation, R 5 is hydrogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 4 alkoxy, hydroxyl or an --O--cation group, R 6 is hydrogen or C 1 -C 4 alkyl, m is a value from 0 to 3, n is 0 or 1, p is a value from 0 to 3 and q is 0 or 1, with the proviso that R 1 and R 3 taken together may also be an unsubstituted or substituted C 1 -C 3 alkylene chain and at least one of the symbols n, p and q is a value different from 0.
Claim 3
Dependent Claim
38 words
A method of controlling undesired plant growth or of regulating plant growth, which comprises applying to plants, to the locus thereof or to parts of plants an effective amount of a compound of as claimed in claim 1.
Claim 4
Dependent Claim
12 words
A method according to claim 2, which comprises controlling weeds in rice.
Claim 5
Dependent Claim
10 words
A compound according to claim 1, wherein m is 2.
Claim 6
Dependent Claim
12 words
A compound according to claim 1, wherein X is trifluoromethyl or chlorine.
Claim 7
Dependent Claim
19 words
A compound according to claim 1, wherein the sum of n, p and q together does not exceed 3.
Claim 8
Dependent Claim
17 words
A compound according to claim 1, wherein R 4 is hydrogen or C 1 -C 3 alkyl.
Claim 9
Dependent Claim
19 words
A compound according to claim 1, wherein R 5 is methyl, ethyl, C 1 -C 3 alkoxy or hydroxyl.
Claim 10
Dependent Claim
61 words
A compound according to claim 1, wherein m is 2, and both radicals X are chlorine in the 2-position and trifluoromethyl in the 4-position, R 4 is hydrogen or C 1 -C 3 alkyl and R 5 is hydrogen; methyl, ethyl, C 1 -C 3 alkoxy or hydroxyl, and the sum of n, p and q together does not exceed 3.
Claim 11
Dependent Claim
35 words
A compound according to claim 1 of the formula ##STR15## wherein R 4 is hydrogen, ethyl or isopropyl, R 5 is hydrogen, hydroxyl, ethoxy or isopropoxy, and p is a value from 1 to 3.
Claim 12
Dependent Claim
6 words
Ethyl N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenyl]-P-ethylaminomethylphosphinate according to claim 11.
Claim 13
Dependent Claim
6 words
Ethyl N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)-phenyl]-P-methylaminomethylphosphinate, according to claim 11.
Claim 14
Dependent Claim
6 words
Diethyl N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)-phenyl]-aminomethylphosphonate, according to claim 11.
Claim 15
Dependent Claim
6 words
Dimethyl N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)-phenyl]-aminomethylphosphonate, according to claim 11.
Claim 16
Dependent Claim
6 words
Diethyl N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy-phenyl]-aminoethylphosphonate, according to claim 11.
Claim 17
Dependent Claim
6 words
N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenyl]-P-methylaminomethylphosphinic acid, according to claim 1.
Claim 18
Dependent Claim
6 words
N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenyl]-P-ethylaminomethylphosphinic acid, according to claim 1.
Claim 19
Dependent Claim
2 words
N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)-phenyl]-N-methylaminoethylphosphonous acid,
Claim 20
Dependent Claim
2 words
N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)-phenyl]-N-methylaminoethylphosphonous acid,
Claim 21
Dependent Claim
4 words
Ethyl N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)-phenyl]-N-methylaminoethylphosphonous acid halfester.
Claim 22
Dependent Claim
4 words
Ethyl N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)-phenyl]-N-methylaminoethylphosphonous acid halfester.
Claim 23
Dependent Claim
46 words
A compound according to claim 1 of the formula ##STR16## wherein the sum of n, p and q is 1, 2 or 3, R 4 is hydrogen or C 1 -C 3 -alkyl, and R 5 is hydrogen, methyl, C 1 -C 3 -alkoxy or hydroxy.
Claim 24
Dependent Claim
25 words
A compound according to claim 21 of the formula ##STR17## wherein R 4 is hydrogen, methyl or ethyl, and R 5 is methyl or ethyl.
Claim 25
Dependent Claim
26 words
A herbicidal and plant-growth regulating composition which contains, as active component, an effective amount of at least one compound according to claim 1 and a carrier.
References Cited (Backward Citations)
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