PROCESS OF PRODUCING 3,5-DI-TERT-BUTYL-4- HYDROXYPHENYL-SUBSTITUTED HETEROCYCLIC COMPOUNDS

摘要

A method of producing a 3,5-di-tert-butyl-4-hydroxyphenyl-substituted heterocyclic compound represented by formula I < IMG > wherein one of R1, R2, and R3 represents a 3,5-di-tert-butyl-4-hydroxyphenyl group < IMG > and others represent a hydrogen atom, a lower alkyl group, a lower aralkyl group, an aryl group, a lower alkoxy-substituted aryl group, or the group shown by -O-Z, < IMG >, or -NH-Z (wherein Z represents a hydrogen atom, a lower alkyl group, a carboxy lower alkyl group, a lower alkoxycarbonyl lower alkyl group, a lower aralkyl group, or a aryl group and n represents 0, 1, or 2) and A represents an oxygen atom, a sulfur atom, an imino group, a lower alkylimino group, or a 3,5-di-tert-butyl-4-hydroxyphenacylimino group < IMG > < IMG > or a salt thereof which comprises reacting the compound represented by formula II < IMG > II and the ?-halocarbonyl compound represented by formula III < IMG > III wherein R1, R2, R3, and A have the same significance as defined concerning formula I; A' represents an oxygen atom, a sulfur atom, an imino group, or a lower alkylimino group; and X represents a halogen atom; and then, if desired, oxidizing, alkylating or desulfurizing the product thus obtained. The compounds of this invention have an anti-inflammatory, an antipyretic, an analgesic, an anti-arthritic activity, and an immuno regulatory activity. Hence, they are particularly useful as an antirheumatic.