100504-65-2Relevant academic research and scientific papers
Synthesis of Substituted 2-Phenylbenzoxazoles as CNS Active Agents
Varma, Rajendra S.,Chauhan, Sudha,Prasad, C. R.
, p. 280 - 285 (2007/10/02)
The reaction of hydrazine (III) with CS2 and ethanolic KOH furnishes 2--5-mercaptooxadiazole (IV) which on Mannich reaction with piperidine and morpholine gives the bases Va and Vb respectively.Condensation of isatin and 5-chloroisatin with III affords VI and VII which on Mannich reaction furnish the bases VIII and IX respectively.Condensation of N-methylisatin and N-methyl-5-chloroisatin with III gives X and XI.Treatment of 2-(p-hydroxyphenyl)benzoxazole (I) with allyl bromide furnishes the allyl derivative (XII) while acetylation of it with Ac2O gives XIII.Mannich reaction of benzothiazolin-2-thione, benzoxazolin-2-one and 6-nitrobenzoxazolin-2-one with 2-(p-aminophenyl)benzoxazole (XIV) affords the compounds XV, XVIa and XVIb, respectively.Treatment of acetanthranil (XVII) with XIV gives 3--2-methyl-4-quinazolone (XVIII).Condensation of isatin and N-methylisatin with XIV furnishes XIX and XX respectively.The former (XIX) on Mannich reaction with morpholine and formaldehyde gives rise to XXI.
