81239-14-7

Basic information

• Product Name: (E)-3-(4-Benzyl-3-oxo-piperazin-1-yl)-acrylic acid ethyl ester
• CAS NO: 81239-14-7
• Molecular Weight: 288.346
• Mol File: 81239-14-7.mol

Chemical Properties

• CAS DataBase Reference: (E)-3-(4-Benzyl-3-oxo-piperazin-1-yl)-acrylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-(4-Benzyl-3-oxo-piperazin-1-yl)-acrylic acid ethyl ester(81239-14-7)
• EPA Substance Registry System: (E)-3-(4-Benzyl-3-oxo-piperazin-1-yl)-acrylic acid ethyl ester(81239-14-7)

Safety Data

• Hazardous Substances Data: 81239-14-7(Hazardous Substances Data)

Upstream product

• 59702-21-5 1-benzyl-piperazin-2-one 
• 623-47-2 propynoic acid ethyl ester 

Downstream Products

• 81239-12-5 ethyl imidazo-<1,2a>-7-benzyl-8-oxo-piperazino-2-carboxylate 
• 94932-61-3 ethyl 2-benzenehydrazonyl-3-anilineiminopropanoate 

Relevant articles and documents

BASE-CATALYZED TRANSFORMATIONS OF IMINIUM PHENYLHYDRAZONES. A NEW CONVENIENT SYNTHESIS OF IMIDAZOAZACYCLOALKANES

β-Enamine esters react with phenyldiazonium fluoroborate to give iminium phenylhydrazone salts which, without isolation, can be converted by a base-catalysed reaction to imidazole derivatives.The latter reaction is critically dependent upon the nature of the base-component of the enamine ester.The mechanism of imidazole formation involves the following sequence of steps: (a) deprotonation of the iminium salt, (b) a symmetry-allowed 1,5-dipolar cyclization of the betaine intermediate and (c) subsequent elimination of aniline, whith concomitant aromatization.The scope of the reaction as a facile approach to the synthesis of imidazole derivatives is discussed.