- Synthesis of Substituted 2-Phenylbenzothiazoles and 5(6)-Nitro-1,3-disubstituted-benzimidazoline-2-thiones as CNS Active Agents.
-
p-(Benzothiazolyl)phenoxyacetylhydrazine (2), obtained by the hydrazinolysis of ethyl-p-(2-benzothiazolyl)phenoxyacetate (1), when reacted with salicylaldehyde gives N-(2-hydroxybenzylidene)-p-(2-benzothiazolyl)phenoxyacetylhydrazine (3).Condensation of isatin and N-methylisatin with 2 affords the corresponding hydrazones (4 and 5).The hydrazone 4 on Mannich reaction gives 6.Mannich reaction of benzoxazolin-2-one, benzoxazoline-2-thione and benzothiazoline-2-thione with 2-(p-aminophenyl)benzothiazole (7) furnishes 8, 9 and 10 respectively.Condensation of isatin and N-methylisatin with 7 gives 11 and 12 respectively.The Mannich condensation of 11 with morpholine/piperidine yields 13.Treatment of acetanthranil with 7 gives 14 which on reaction with benzaldehyde affords 3--2-styryl-4(3H)-quinazolinone (15). 1,3-Bis(amino/anilinomethyl)-5(6)-nitrobenzimidazoline-2-thiones (16) have been obtained by the Mannich condensation of 5(6)-nitrobenzimidazoline-2-thione with different amines/anilines.
- Varma, Rajendra S.,Chauhan, Sudha,Prasad, C. R.
-
p. 438 - 442
(2007/10/02)
-