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PURINES, PYRIMIDINES, AND IMIDAZOLES .53. SYNTHESIS OF SOME 5-HALOGENO-ANALOGUES OF METIAMIDE AND CIMETIDINE

Abstract:

Ethyl 5-chloroimidazole-4-carboxylate has been prepared by diazotisation of ethyl 5-amino-1-(di-O-isopropylidene-α- or -α,β-D- mannofuranosyl)imidazole-4-carboxylate, reaction of the diazonium salt with copper(I) chloride and removal of the 1-substituent with hydrochloric acid, or by similar conversion of ethyl 5-amino-1-t-butylimidazole-4-carboxylate to ethyl 1-t-butyl-5-chloroimidazole 4-carboxylate, and removal of the t-butyl group with hydrogen bromide. Ethyl 5-fluoroimidazole-4-carboxyla...

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Publication status:
Published

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Publisher copy:
10.1039/p19800002310

Authors


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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
Issue:
10
Pages:
2310-2315
Publication date:
1980-01-01
DOI:
EISSN:
1364-5463
ISSN:
0300-922X
URN:
uuid:0f52518b-c80c-4cfc-81ed-c3fccd47b55f
Source identifiers:
400341
Local pid:
pubs:400341
Language:
English

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