2,2,5,5,8,8-Hexamethyl-2,3,5,6,7,8-hexahydroimidazo[1,2-a]pyrazine-3,6-dione, a bicyclic product of alpha-aminoisobutyric acid condensation

Authors
Basiuk, VA Van Meervelt, L Soloshonok, VA Basiuk, EV
Citation
Va. Basiuk et al., 2,2,5,5,8,8-Hexamethyl-2,3,5,6,7,8-hexahydroimidazo[1,2-a]pyrazine-3,6-dione, a bicyclic product of alpha-aminoisobutyric acid condensation, ACT CRYST C, 56, 2000, pp. 598-599
Citations number
19
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS
ISSN journal
01082701 → ACNP
Volume
56
Year of publication
2000
Part
5
Pages
598 - 599
Database
ISI
SICI code
0108-2701(200005)56:<598:2>2.0.ZU;2-2
Abstract
The title compound, C12H19N3O2, is an unusual product of silica-catalyzed i ntermolecular condensation of alpha-amino-isobutyric acid. The molecule has three types of C-N bonds: a double bond, a cis-amide bond and single bonds , two of which are typical and two having intermediate lengths due to pi-el ectron delocalization between C=N and C=O groups. The cis-amide moieties in teract to form dimers via hydrogen bonds which stack in parallel layers.