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Synthesis and Structures of as ‐Triazinoquinazolines, I
Author(s) -
AbdelHady Sayed A. L.,
Badawy Mohamed A.,
Ibrahim Yehia A.,
Pfleiderer Wolfgang
Publication year - 1984
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19841170322
Subject(s) - chemistry , anthranilic acid , quinazoline , medicinal chemistry , stereochemistry , organic chemistry
3‐(Methyltio)‐6‐R‐1,2,4‐triazin‐5(2 H )‐ones 1 – 6 have been converted into the 3‐R‐2 H ‐ as ‐tri‐azino[3,2‐ b ]quinazoline‐2,6(1 H )‐diones 8 – 13 upon cyclocondensation with anthranilic acid. Reaction of 2‐methyl‐3‐(methylthio)‐6‐phenyl‐1,2,4‐triazin‐5(2 H )‐one ( 23 ) with anthranilic acid gave 1‐methyl‐3‐phenyl‐2 H ‐ as ‐triazino[3,4‐ b ]quinoazoline‐4,69 (1 H )‐dione ( 29 ) via the intermediate 26 . N ‐Methylanthranilic acid and 2 or 5 afforded the 11‐methyl‐3‐R‐2 H ‐ as ‐triazino[3,2‐ b ]quinazoline‐2,6(11 H )‐diones 36 and 38 , respectively.