Preparation of substituted 2-phenyl-4H-3,1-benzoxazin-4-ones

Details Preparation of substituted 2-phenyl-4H-3,1-benzoxazin-4-ones Preparation of substituted 2-phenyl-4H-3,1-benzoxazin-4-ones

Filed on

1986-03-24

Date issued

1987-06-16

Examiner

Raymond, Richard L.

Patent Class

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

SubClass

Organic compounds

SubSubClass

Chalcogen in the nitrogen containing substituent

Other Related Categories

C07D26536

Type

Patent

Status

active

Patent number

046737405

Description

ABSTRACT:
2-Phenyl-4H-3,1-benzoxazin-4-ones of the general formula I ##STR1## where R.sup.1 and R.sup.2 are each hydrogen or halogen, R.sup.1 may furthermore be methyl or methoxy and R.sup.2 may furthermore be haloalkyl, haloalkoxy, haloalkylmercapto or haloalkylsulfonyl, each of 1 to 3 carbon atoms, are prepared by reacting an appropriate anthranilic acid with an appropriate benzoyl halide in the presence of a base (acylation) and effecting ring closure by removal of water (cyclization), the process being carried out in a suspending agent which is immiscible with aqueous alkali metal hydroxide solution and in the presence of a phase-transfer catalyst.

REFERENCES:
patent: Re32087 (1986-02-01), Hamprecht et al.
patent: 4315766 (1982-02-01), Hamprecht et al.
patent: 4523942 (1985-06-01), Hamprecht et al.
J. Org. Chem. 9 (1944), 396.
X. Huang and Ch.-Ch. Chan in Synthesis, 1984 (10), 851-852.

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