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

1971-09-09

1976-03-02

Hollrah, Glennon H.

Chemistry: fertilizers

Processes and products

Forms or conditioning

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

Patent

active

039415813

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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