104308-67-0Relevant academic research and scientific papers
SOME REACTIONS OF 2-(p-CHLOROPHENYL)-4H-1,3-BENZOTHIAZIN-4-THIONE AND 2-(p-CHLOROPHENYL)-4H-1,3-BENZOXAZIN-4-ONE
Saleh, R. M.
, p. 269 - 274 (2007/10/02)
The reaction of 1,3-benzoxazine-4-one (1) and 1,3-benzoxazin-4-thione (2) with alkyl, aryl and/or aralkyl magnesium halides has been described.Primary amines condensed with (2) and (1) giving the corresponding Schiff's bases (3a-d) or (4a-d) respectively.Compounds (2) and (1) reacted with Grignard reagents with cleavage of C-S bond and C-O bond to yield 4-(ethyl or phenyl)-1,3-benzothiazin-4-thiol (5a and 5b) or 2-(p-Chlorophenyl)-(4-ethyl, or phenyl)-4-hydroxy-4H-1,3-benzoxazin (6a and 6b) respectively.On the other hand (1) reacted with benzyl chloride under the Grignard reaction conditions and gave 2-(p-Chlorophenyl)-4-benzylidene-1,3-benzoxazine (7).Also with hydrazine hydrate (1) reacted to give the triazole derivative (8).But (1) condensed with p-nitrophenylhydrazine and hydroxylamine and yielded the corresponding hydrazone and oxime derivatives (9a-b).On the other hand, compound (2) reacted with ammonia derivatives and gave the condensation products (10a-d).
