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Synthesis of New Pyrimido[5′,4′:5,6][1,4]thiazino[2,3‐ b ]quinoxaline Derivatives in One Step
Author(s) -
Karimian Azam
Publication year - 2018
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.3082
Subject(s) - chemistry , quinoxaline , alkylation , dimethylformamide , ring (chemistry) , alkyl , halide , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , solvent
As a continuation of our search for new heterocyclic compounds, the synthesis of pyrimido[5′,4′:5,6][1,4]thiazino[2,3‐ b ]quinoxaline ring system is described. A series of new derivatives of this heterocyclic system ( 3a–d ) have been synthesized through the one‐pot heterocyclization of the appropriate 5‐amino6‐methylpyrimidine‐4‐thiols and 2,3‐dichloroquinoxaline in the presence of K 2 CO 3 in dimethylformamide under reflux. N‐alkylation of the synthesized compounds with alkyl halides in KOH/dimethylformamide also gave the desired new derivatives of N ‐alkylated pyrimido[5′,4′:5,6][1,4]thiazino[2,3‐ b ]quinoxalines ( 4a–h ). All the synthesized products were characterized and confirmed by their spectroscopic and microanalytical data.