SYNTHESIS AND REACTIONS OF 2-MERCAPTO-4-ARYL 4H-1,2,3,4,5,6-HEXAHYDRO-BENZO [h] QUINAZOLINES

Abstract

2-Mercapto-4-aryl-4H-1,2,3,4,5,6-hexahydrobenzo[b]quinazolines (2) have been synthesized. Compounds 2 reacted with chloroacetic acid, 2-bromopropanoic acid or 3-bromopropanoic acid in the presence of fused sodium acetate and acetic anhydride to give 5-aryl-5H-2,3,6,7- tetrahydrobenzo[b]thiazolo[2,3-b]quinazoline-3-ones (3), their 2-methyl derivatives (5) and 6-aryl-6H- 2,3,7,8-tetrahydrobenzo[b]-l,3-thiazine-[2,3-b]quinazoline-4-ones (6), respectively. 2-(Arylmethylene)-5-aryl-5H-2,3,6,7-tetrahydrobenzo[b]thiazolo[2,3-b]quinazoline-3-ones (4) were prepared by the reaction of compounds 2 with chloroacetic acid, and aromatic aldehydes in presence of fused sodium acetate and acetic anhydride or by the reactions of compounds 3 with aromatic aldehydes in the presence of acetic anhydride.

Key Words:

• Mercapto-benzoquinazolines
• thiazolo-benzoquinalines
• thiazino-benzoquinazolines