Process for the preparation of 2-substituted 5-chloroimidazole-4

Details Process for the preparation of 2-substituted 5-chloroimidazole-4 Process for the preparation of 2-substituted 5-chloroimidazole-4

1994-11-14

1996-01-23

Morris, Patricia L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D23368

Patent

active

054866170

ABSTRACT:
A process for preparing 2-substituted 5-chloroimidazole-4-carbaldehydes of the general formula: ##STR1## In the process, a glycine ester hydrohalide is ring-closed with an imidate ester to obtain the intermediate 2-substituted 3,5-dihydroimidazol-4-one. This intermediate is converted with an N,N-substituted formamide acetal into an N,N-substituted aminomethyleneimidazolinone. This latter intermediate is chlorinated with phosphorus oxychloride or phosgene to obtain the final product 2-substituted 5-chlorimidazole-4-carbaldehydes of the general formula I.
Also disclosed are N,N-substituted aminomethyleneimidazolinones of the general formula: ##STR2## wherein R is hydrogen or is an alkyl group, an alkenyl group, a cycloalkyl group, an arylalkyl group or an aryl group, and R.sub.5 and R.sub.6 are identical or different and each is an alkyl group or an aryl group, in the form of the E- or Z-isomer.

REFERENCES:
patent: 4355040 (1982-10-01), Furukawa et al.

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