Herbicidal dithio-bis(haloacetanilides)

Details Herbicidal dithio-bis(haloacetanilides) Herbicidal dithio-bis(haloacetanilides)

1980-10-24

1982-06-29

Waltz, Thomas A.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

564143, 71 98, A01N 912, C07C10338

Patent

active

043373577

ABSTRACT:
A process for producing novel 1,4-benzothiazine derivatives (I), ##STR1## (in which X is a halogen atom) and their derivatives, ##STR2## wherein R is a (C.sub.1 -C.sub.5) alkyl, (C.sub.3 -C.sub.6) cycloalkyl, phenyl, substituted phenyl, phenyl (C.sub.1 -C.sub.5) alkyl or phenoxy (C.sub.1 -C.sub.5) alkyl group, and herbicides containing these compounds as an active ingredient. Compound (I) is produced by the reaction between Compound (II) and phosphorus pentasulfide; Compound (II) is produced (1) by the reaction between an aminothiophenol (III), ##STR3## (in which X is a halogen atom), and a halogenated acetic acid, (2) by the ring closure of Compound (VI), (3) by the reduction and ring closure of Compound (VIII), and (4) by the hydrolysis and ring closure of Compound (X); Compound (VI) is produced by the reaction between Compound (III) and a halogenated acetyl halide; Compound (VIII) is produced by the oxidation of Compound (III) followed by reaction with a halogenated acetyl halide; and Compound (X) is produced by the reaction between Compound (III) and a halogenated acetic ester. Compounds (I), (II), (VI), (VIII) and (X) have a herbicidal activity.

REFERENCES:
patent: 2470945 (1948-05-01), Paul
patent: 3573320 (1971-03-01), Jansen et al.
patent: 3998883 (1976-12-01), Nakanishi et al.
patent: 4190663 (1980-02-01), Boshagen et al.
Borgna et al., CA 81:34416c (1974).

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