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HERO ID
7435244
Reference Type
Journal Article
Title
A CONVENIENT, SHORT SYNTHESIS OF DESETHYLCHLOROQUINE [7-CHLORO-4-(4'-ETHYLAMINO-1'-METHYL-BUTYLAMINO)QUINOLINE]
Author(s)
Ansari, AM; Craig, JC
Year
1995
Is Peer Reviewed?
1
Journal
Synthesis
ISSN:
0039-7881
EISSN:
1437-210X
Publisher
GEORG THIEME VERLAG
Location
STUTTGART
Issue
2
Page Numbers
147-149
Language
English
DOI
10.1055/s-1995-3886
Web of Science Id
WOS:A1995QF89700007
URL
http://www.thieme-connect.de/DOI/DOI?10.1055/s-1995-3886
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Abstract
A short, efficient 2-step synthesis of desethylchloroquine is achieved by generating an internal amide ion from the secondary nitrogen in chloroquine, followed by in situ reaction with 2,2,2-trichloroethyl chloroformate giving rapid elimination of ethylene. The carbamate thus produced easily undergoes deprotection to the target compound at room temperature.
Keywords
DESETHYLCHLOROQUINE; N-DEETHYLATION; ELIMINATION REACTION; TRICHLOROETHYL CHLOROFORMATE; INTERNAL AMIDE ION
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