T. Mandal, I. G. Mobio, V. Kuznetsov
Jun 1, 1991
Citations
0
Influential Citations
4
Citations
Journal
Pharmaceutical Chemistry Journal
Abstract
In continued work [2] on the synthesis and study of the pesticidal activity of derivatives of piperidine we turned to the preparation of new substituted piperidine and tetrahydropyridines containing an aminoor an amido-group in position C(4). Condensation of benzaldehyde with acetoacetic ester in the presence of AcONH~ after treating the reaction mixture with hydrochloric acid gave 2,6-diphenyl-3-carboethoxy-4-iminopiperidine (I), in the form of the hydrochloride. Action of aqueous ammonia on the hydrochloride gave the enamine form of the imine, i.e., the substituted 4-amino-l,2,5,6-tetrahydropyridine (II), which could be transformed into compound I by dry HCI in absolute ether. This established the 4-imino 4enamine transformation in the 2,6-diphenyl-3-carboethoxypiperidine series.