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Studies in the heterocyclic series. XVIII. Utilization of 4‐aminopyrimidine chemistry in 1,4,7,9‐tetraazabenzo[ b ]phenothiazine synthesis
Author(s) -
Okafor Charles O.
Publication year - 1980
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.5570170747
Subject(s) - chemistry , phenothiazine , nitration , ring (chemistry) , sulfuric acid , nitro , hydrolysis , organic chemistry , derivative (finance) , medicinal chemistry , combinatorial chemistry , medicine , alkyl , financial economics , economics , pharmacology
Abstract The synthesis of 1,4,7,9‐tetraazabenzo[ b ]phenothiazine ring system from 4‐aminopyrimidine is reported. This new heterocyclic ring was obtained by converting a 4‐aminopyrimidine to the corresponding 5‐thiocyanato derivative followed by hydrolysis and subsequent treatment with 2,3‐dichloroquinoxaline. Several derivatives were obtained by using suitable substituted starting materials. Nitration with mixed nitric and sulfuric acids gave the corresponding 13‐nitro derivatives. Spectral analyses are in agreement with the assigned structures.