2-[[[4-halo-2-fluoro-5(alkyl or alkenyloxy)phenyl]amino]carbonyl

Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system

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C07D23704

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045930945

ABSTRACT:
A condensed phenylurazol of the formula: ##STR1## wherein X is a chlorine atom or a bromine atom, Y and Z are each an oxygen atom or a sulfur atom and R is a C.sub.1 -C.sub.3 alkyl group, an allyl group or a propargyl group and n is an integer of 4 or 5, which is useful as a herbicide.
The condensed phenylurazols of the above formula wherein Z is an oxygen atom and n is an integer of 4 can be produced by treatment of a urea of the formula: ##STR2## wherein R' is a lower alkyl group (e.g. methyl, ethyl, n-propyl, isopropyl) and X, Y and R are each as defined above with a base (e.g. sodium methoxide, sodium hydroxide, potassium hydroxide) in an inert solvent (e.g. water, toluene, benzene, methanol, ethanol) at a temperature of 0.degree. to 200.degree. C.

REFERENCES:
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patent: 4249934 (1981-02-01), Wakabayashi et al.
patent: 4431822 (1984-02-01), Nagano et al.
Ohta et al., Chem. Abstracts vol. 85:42085s (1976).
Japanese Kokai No. 53-44587, Patent Abstracts of Japan, vol. 2, No. 85, p. 1253C78, Jul. 12, 1978.
Japanese Kokai No. 77-83552, Chem. Abstracts, vol. 00, No. 7, p. 553, Abstract No. 50904K (Feb. 13, 1978).
Kornet et al., Chem. Abstracts, vol. 95, No. 7, p. 712, Abstract No. 62107K (Aug. 17, 1981).

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