To selectively obtain the subject compound useful as an intermediate for microbicides in a high yield by chlorinating with a new chlorinating agent a 5-methylene cyclic carbamate obtained through two simple reaction routes, and subsequently hydrolyzing the chlorinated product.
This method for producing a monochloroketamine of formula IV comprises cyclizing an alkylamine of formula I (R, R3 are each H, an alkyl; R1, R2 are each an alkyl; or R1, R2 form a ring together with the carbon atom bound thereto) in the presence of a copper catalyst, chlorinating the obtained 5-methylene cyclic carbamate of formula II with trichloroisocyanuric acid as a chlorinating agent, and subsequently hydrolyzing the chlorinated cyclic carbamate intermediate of formula III. The 5-methylene cyclic carbamate of formula II is obtained by subjecting an acetamide compound of formula V to multi-stage alkylation reactions, forming an isocyanate compound from the reaction product in a Hofmann reaction condition and subsequently cyclizing the isocyanate compound under an acid condition.
ROEMMELE RENEE CAROLINE
STEPHENS RANDALL WAYNE
CHONG JOSHUA ANTHONY
ABDESAKEN FEREYDON
WU CHARLES CHAO
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