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Phase transfer catalysis in N ‐alkylation of the pharmaceutical intermediates phenothiazine and 2‐chlorophenothiazine
Author(s) -
Gozlan Igal,
Ladkani David,
Halpern Mark,
Rabinovitz Mordecai,
Avnir David
Publication year - 1984
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570210271
Subject(s) - chemistry , alkylation , phenothiazine , yield (engineering) , catalysis , phase (matter) , combinatorial chemistry , organic chemistry , medicinal chemistry , thermodynamics , pharmacology , medicine , physics
The N ‐alkylation of the two title compounds was studied, utilizing phase transfer catalysis (PTC) methods. Very mild reaction conditions were developed, especially for three‐carbon N ‐alkylation. Of special interest is the high‐yield synthesis of N ‐(3‐chloropropyl)‐2‐chlorophenothiazine. The results are discussed in terms of the classical PTC/OH − mechanisms.