N-substituted amides of 2-cyanopenta-2E,4-dienoic acid

Citation
Ir. Gol'Ding et al., N-substituted amides of 2-cyanopenta-2E,4-dienoic acid, RUSS CHEM B, 48(5), 1999, pp. 924-928
Citations number
13
Categorie Soggetti
Chemistry
Journal title
RUSSIAN CHEMICAL BULLETIN
ISSN journal
10665285 → ACNP
Volume
48
Issue
5
Year of publication
1999
Pages
924 - 928
Database
ISI
SICI code
1066-5285(199905)48:5<924:NAO2A>2.0.ZU;2-D
Abstract
N-Substituted amides of 2-cyanopenta-2E,4-dienoic acid were synthesized by condensation of N-substituted cyanoacetamides with acrolein in a dioxane-DM SO solution in the presence of Zn(OAc)(2). 2H(2)O as a condensing agent. X- ray diffraction study of 3-methylanilide of 2-cyanopenta-2E,4-dienoic acid (2d) demonstrated that the crystal structure of this compound is similar to that of 2-cyanopenta-2E,4-dienoic acid studied previously. However, the pr esence of the meta-tolyl substituent in molecule 2d apparently results in t he fact that the beta-structure, which is typical of 2-cyanopenta-2E,4-dien oic acid, does not exist in the crystalline phase of 2d.