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

1973-03-19

1976-02-10

Moatz, Harry I.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2603473, 260551S, 260558P, 260558D, 260559B, 260559R, 260562R, 260562A, 260562B, 71 88, 71 98, 71118, C07C10344, C07C10364, C07C10382

Patent

active

039377296

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-butylacetamidopropionanilide, and 3'-N-ethyl propionamido-propionalide.

REFERENCES:
patent: 2231611 (1941-02-01), Boeseken et al.
patent: 2317130 (1943-04-01), Coes et al.
patent: 2402792 (1946-06-01), Watson et al.
patent: 2647815 (1953-08-01), Buc et al.
patent: 3188346 (1965-06-01), Kalopissis et al.
patent: 3424767 (1969-01-01), Burdesk et al.
Pailer et al., Monat. Chem., Vol. 97, p. 1551, (1966).
Berti et al., Arch Pharm., Vol. 285, pp. 372-375, (1952).

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