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US4224050A Expired / Lapsed US ⏱️ 0.0 years remaining

Chloroacetanilides having a selective herbicidal activity, ortho-alkenyl-substituted anilines, intermediates in the synthesis of said herbicidal chloroacetanilides, and methods for their preparation

Assignee: Montedison SpA
•
Filing: 1978-02-07
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Granted: 1980-09-23
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Expires: 1998-02-07
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Abstract

Abstract Chloroacetanilides are disclosed having the general formula: <IMAGE> wherein R1=H, or alkyl with 1-5 carbon atoms, or X; X=alkenyl, and preferably <IMAGE> in which the various R2, which may be equal to or different from each other, are H or an alkyl with 1-3 carbon atoms; A=alkylene, optionally substituted, of the formula: <IMAGE> in which the various R2, which may be equal to or different from each other, have the meanings specified above; and Y=H; alkyl with 1-5 carbon atoms; alkenyl with 2-5 carbon atoms; alkinyl with 2-5 carbon atoms; phenyl; cycloalkyl with 3-8 carbon atoms; halogen; <IMAGE> +TR <IMAGE> wherein R=H; alkyl with 1-5 carbon atoms; alkenyl or alkinyl with 2-5 carbon atoms; cycloalkyl with 3-8 carbon atoms; phenyl; The chloroacetanilide derivatives are useful in combatting infestations of infesting monocotyledons and dicotyledons during pre-emergence, by spreading the chloroacetanilide derivative on the soil adjacent thereto in quantities ranging from 0.25 kg/ha upwards.

Inventors

  • 👤 Roberto Colle
  • 👤 Franco Gozzo
  • 👤 Giovanni Camaggi
  • 👤 Giorgio Siddi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 17:52
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/02; C07D307/34; C07D307/38; C07D307/40; C07D307/42; A; A01; A01N; A01N37/00; A01N37/18; A01N37/22; A01N37/26; A01N37/34; A01N37/44; A01N37/46; C07C; C07C255/00

Claims Analysis

Total Claims: 26
Claim 1
Independent Claim 131 words
A chloroacetanilide of the general formula: ##STR61## wherein: R 1 =H, or alkyl with 1-5 carbon atoms, or X; X=alkenyl, and preferably ##STR62## in which the various R 2 , which may be equal to or different from each other, are H or an alkyl with 1-3 carbon atoms; A=alkylene, optionally substituted, of the formula: ##STR63## in which the various R 2 , which may be equal to or different from each other, have the meanings specified above; and Y=H; alkyl with 1-5 carbon atoms; alkenyl with 2-5 carbon atoms; alkinyl with 2-5 carbon atoms; phenyl; cycloalkyl with 3-8 carbon atoms; halogen; CN; OR; SR; ##STR64## NHR; N(R) 2 ; ##STR65## wherein R=H; alkyl with 1-5 carbon atoms; alkenyl or alkinyl with 2-5 carbon atoms; cycloalkyl with 3-8 carbon atoms; phenyl.
Claim 2
Dependent Claim 131 words
A chloroacetanilide of the general formula: ##STR61## wherein: R 1 =H, or alkyl with 1-5 carbon atoms, or X; X=alkenyl, and preferably ##STR62## in which the various R 2 , which may be equal to or different from each other, are H or an alkyl with 1-3 carbon atoms; A=alkylene, optionally substituted, of the formula: ##STR63## in which the various R 2 , which may be equal to or different from each other, have the meanings specified above; and Y=H; alkyl with 1-5 carbon atoms; alkenyl with 2-5 carbon atoms; alkinyl with 2-5 carbon atoms; phenyl; cycloalkyl with 3-8 carbon atoms; halogen; CN; OR; SR; ##STR64## NHR; N(R) 2 ; ##STR65## wherein R=H; alkyl with 1-5 carbon atoms; alkenyl or alkinyl with 2-5 carbon atoms; cycloalkyl with 3-8 carbon atoms; phenyl.
Claim 3
Dependent Claim 10 words
A compound as defined in claim 1, which is 2-methyl-6-allyl-N-methoxymethyl-chloroacetanilide.
Claim 4
Dependent Claim 10 words
A compound as defined in claim 1, which is 2-methyl-6-allyl-N-butoxymethyl-chloroacetanilide.
Claim 5
Dependent Claim 10 words
A compound as defined in claim 1, which is 2-ethyl-6-allyl-N-methoxymethyl-chloroacetanilide.
Claim 6
Dependent Claim 10 words
A compound as defined in claim 1, which is 2-ethyl-6-allyl-N-butoxymethyl-chloroacetanilide.
Claim 7
Dependent Claim 10 words
A compound as defined in claim 1, which is 2-ethyl-6-allyl-N-isopropoxymethyl-chloroacetanilide.
Claim 8
Dependent Claim 10 words
A compound as defined in claim 1, which is 2-ethyl-6-(1'-methyl-2'-propenyl)-N-methoxymethyl-chloroacetanilide.
Claim 9
Dependent Claim 10 words
A compound as defined in claim 1, which is N-(methoxymethyl)-2-methyl-6-(1-propenyl)-chloroacetanilide.
Claim 10
Dependent Claim 10 words
A compound as defined in claim 1, which is N-(isopropoxymethyl)-2-methyl-6-(1-propenyl)-chloroacetanilide.
Claim 11
Dependent Claim 10 words
A compound as defined in claim 1, which is N-(n.butoxymethyl)-2-ethyl-6-(1-propenyl)-chloroacetanilide.
Claim 12
Dependent Claim 10 words
A compound as defined in claim 1, which is N-(isopropoxymethyl)-2-ethyl-6-(1-propenyl)-chloroacetanilide.
Claim 13
Dependent Claim 10 words
A compound as defined in claim 1, which is N-(methoxymethyl)-2,6-bis-(1-propenyl)-chloroacetanilide.
Claim 14
Dependent Claim 10 words
A compound as defined in claim 1, which is N-(1-methyl-2-methoxyethyl)-2-ethyl-6-(1-propenyl)-chloroacetanilide.
Claim 15
Dependent Claim 10 words
A compound as defined in claim 1, which is N-(carboethoxymethyl)-2-methyl-6-(1-propenyl)-chloroacetanilide.
Claim 16
Dependent Claim 1 words
2-Allyl-6-methyl-N-(methoxyethyl)-aniline.
Claim 17
Dependent Claim 1 words
2-Allyl-6-methyl-N-(methoxyethyl)-aniline.
Claim 18
Dependent Claim 1 words
2-Allyl-6-ethyl-N-(methoxyethyl)-aniline.
Claim 19
Dependent Claim 1 words
2-Allyl-6-ethyl-N-(methoxyethyl)-aniline.
Claim 20
Dependent Claim 1 words
2-Allyl-6-methyl-N-(1-methyl-2-methoxyethyl)-aniline.
Claim 21
Dependent Claim 1 words
2-Allyl-6-methyl-N-(1-methyl-2-methoxyethyl)-aniline.
Claim 22
Dependent Claim 1 words
2-Allyl-6-ethyl-N-(1-methyl-2-methoxyethyl)-aniline.
Claim 23
Dependent Claim 1 words
2-Allyl-6-ethyl-N-(1-methyl-2-methoxyethyl)-aniline.
Claim 24
Dependent Claim 1 words
N(methoxyethyl)-2-(1-propenyl)-6-methyl-aniline.
Claim 25
Dependent Claim 1 words
N(methoxyethyl)-2-(1-propenyl)-6-methyl-aniline.
Claim 26
Dependent Claim 36 words
A method for fighting infestations of infesting monocotyledons and dicotyledons during pre-emergence, this method consisting in spreading on the soil adjacent thereto a compound according to claim 1, in a quantity ranging from 0.25 kg/ha upwards.

References Cited (Backward Citations)

CA733524A Cited
US3557210A Cited
US3547620A Cited
US3769301A Cited
US3901685A Cited
DE2242420A1 Cited
NL7301481A Cited
US3952056A Cited
US3829306A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-09-23 1984-03-24 1984-09-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-09-23 1988-03-24 1988-09-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-09-23 1992-03-24 1992-09-23 $7700.00 Window Closed / Lapsed

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