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Title:
PRODUCTION OF ALPHA-BROMOLACTAM DERIVATIVE
Document Type and Number:
Japanese Patent JPH10273481
Kind Code:
A
Abstract:

To economically produce the objective compound by a method of a two step process comprising a reaction of 4-chloro-butyroyl chloride with N-bromosuccinimide and further the reaction of the product with an amine.

A reaction of 4-Chloro-butyroyl chloride with N- bromosuccinimide is carried out by adding thionyl chloride at first and immediately adding a catalytic amount of hydrogen bromide thereto to provide a compound of formula I. Further, the compound of formula I is reacted with an amine of the formula, R-NH2 (R is H, a lower alkyl, a lower alkoxy, a cycloalkyl, a lower alkenyl, an aryl, a heterocycle, etc.) in non-aqueous medium in the presence of sodium hydroxide or potassium hydroxide, and a phase transfer catalyst to provide a compound of formula II in the method for producing an α-bromolactam derivative. The compound of formula II is useful for production of cephalosporins, cephem, carbacephem or an iso-oxacephem derivative. The method can shorten the processes, and provide the objective compound at a low cost without requiring a reagent causing trouble such as bromine atom.


Inventors:
ABRECHT STEFAN (CH)
Application Number:
JP5406298A
Publication Date:
October 13, 1998
Filing Date:
March 06, 1998
Export Citation:
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Assignee:
HOFFMANN LA ROCHE (CH)
International Classes:
C07D463/00; B01J27/08; C07B61/00; C07D207/273; C07D498/04; C07D501/00; C07D501/04; C07D501/24; C07D501/56; C07D505/00; C07D507/08; C07D207/26; (IPC1-7): C07D207/273; B01J27/08; C07D463/00; C07D505/00; C07D501/04; C07D501/56
Attorney, Agent or Firm:
Hajime Tsukuni (3 outside)