Meta-bis anilide derivatives and their utility as herbicides

Details Meta-bis anilide derivatives and their utility as herbicides Meta-bis anilide derivatives and their utility as herbicides

Filed on

1971-09-09

Date issued

1976-03-02

Examiner

Hollrah, Glennon H.

Patent Class

Chemistry: fertilizers

SubClass

Processes and products

SubSubClass

Forms or conditioning

Other Related Categories

71 70, 71 72, 71 75, 71 88, 71 98, 2603473, 260551S, 260557B, 260557R, 260558D, 260558P, 260559B, 260562B, 260562R, 260562A, A01N 920

Type

Patent

Status

active

Patent number

039415813

Description

ABSTRACT:
Compounds corresponding to the formula: ##SPC1##
In which R.sub.1 and R.sub.2 are, independently, hydrogen, alkyl, alkoxyalkyl, cycloalkyl, pinonyl, ethylcycloalkyl, lower alkenyl, halogenated lower alkyl, benzyl, ethylphenyl, 2,4-dichlorophenoxy-methylene, styryl, furyl, phenyl or substituted phenyl in which the substituents are nitro, halogen, methyl, or methoxy; R.sub.3 and R.sub.4 are, independently, hydrogen or lower alkyl; X and Y are independently oxygen or sulfur; and Z is halogen, nitro, amino, lower alkyl, lower alkoxy or trifluoromethyl and n is an integer having a value from 0 to 4. The above compounds are effective herbicides, particularly for the control of grasses and broadleaf plants with both pre-emergence and post-emergence activity. Representative compounds are: m-propionamidobutyranilide, m-bis-2,2-dimethylvaleranilide, m-isobutyramido trichloroacetanilide, m-isobutyramido-2-ethylbutyranilide, m-t-butylacetamidopropanilide, and 3'-N-ethyl propionamido-propanilide.

REFERENCES:
patent: 3184301 (1965-05-01), Martin et al.
patent: 3332768 (1967-07-01), Freund et al.
patent: 3419620 (1968-12-01), Becher et al.
patent: 3439018 (1969-04-01), Brookes et al.
IOFFE, "Acetylation of Aromatic Amines etc" (1944) CA39, p. 3786 (1945).
Degnan et al., "N-Subs. Trialkyl Acetamides" (1946) CA40, pp. 1463-1464 (1946).

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