STABLE THIOALDEHYDES - SYNTHESIS, STRUCTURE ASSIGNMENT, AND STABILITYOF 6-AMINO-5-THIOFORMYLURACILS

Authors
HIROTA K SAJIKI H KUBO K KIDO M NAKAGAWA K
Citation
K. Hirota et al., STABLE THIOALDEHYDES - SYNTHESIS, STRUCTURE ASSIGNMENT, AND STABILITYOF 6-AMINO-5-THIOFORMYLURACILS, Tetrahedron, 52(30), 1996, pp. 9971-9978
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
30
Year of publication
1996
Pages
9971 - 9978
Database
ISI
SICI code
0040-4020(1996)52:30<9971:ST-SSA>2.0.ZU;2-M
Abstract
Stable 6-amino-5-thioformyluracils fair were synthesized starting from 6-amino-1,3-disubstituted uracils 1a-e in 23-98 % yields. According t o the x-ray crystal structure, although the thioaldehyde 3c possesses reasonable double-bond character of the C=S bond the length of C=S bon d of the thioaldehyde 3c is longer than those of the kinetically stabi lized thioaldehydes due to the mesomeric effect of the 6-amino group. Copyright (C) 1996 Elsevier Science Ltd