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Phosphorus Pentoxide in Organic Synthesis XXXII : A New Synthesis of Quipazine and Its N ‐Methyl Derivatives
Author(s) -
Jensen Jørgen A.,
Pedersen Erik B.
Publication year - 1987
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.198700013
Subject(s) - chemistry , phosphorus pentoxide , quipazine , hydrolysis , sulfuric acid , acetanilide , organic chemistry , piperazine , phosphorus , medicinal chemistry , serotonin , biochemistry , receptor , serotonergic
2‐(4‐Methyl‐1‐piperazinyl)quinolines 1 were prepared by heating acetanilides and N, N ‐dialkylformamides with a mixture of P 2 O 5 and N ‐methylpiperazine at 250°. Quipazine was obtained by von Braun degradation of 1a to N ‐cyano‐ N ′‐(2‐quinolyl)piperazine ( 2 ) and hydrolysis in sulfuric acid.