SYNTHESIS OF FUSED PYRIMIDINONES BY REACTION OF AMINOARENE-CARBOXAMIDE WITH ESTERS - PREPARATION OF PYRROLO[2,3-D]PYRIMIDINONES, THIENO[2,3-D]PYRIMIDINONES, ISOXAZOLO[5,4-D]PYRIMIDINONES, AND 1,2,3-TRIAZOLO[4,5-D]PYRIMIDINONES, AND PYRROLO[2,3-D]QUINAZOLONES, THIENO[2,3-D]QUINAZOLONES, ISOXAZOLO[5,4-D]QUINAZOLONES AND 1,2,3-TRIAZOLO[4,5-D]QUINAZOLONES

Citation
A. Miyashita et al., SYNTHESIS OF FUSED PYRIMIDINONES BY REACTION OF AMINOARENE-CARBOXAMIDE WITH ESTERS - PREPARATION OF PYRROLO[2,3-D]PYRIMIDINONES, THIENO[2,3-D]PYRIMIDINONES, ISOXAZOLO[5,4-D]PYRIMIDINONES, AND 1,2,3-TRIAZOLO[4,5-D]PYRIMIDINONES, AND PYRROLO[2,3-D]QUINAZOLONES, THIENO[2,3-D]QUINAZOLONES, ISOXAZOLO[5,4-D]QUINAZOLONES AND 1,2,3-TRIAZOLO[4,5-D]QUINAZOLONES, Heterocycles, 42(2), 1996, pp. 691-699
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
03855414
Volume
42
Issue
2
Year of publication
1996
Pages
691 - 699
Database
ISI
SICI code
0385-5414(1996)42:2<691:SOFPBR>2.0.ZU;2-R
Abstract
Several fused pyrimidinones were synthesized by reaction of aminoarene carboxamide with esters in moderate to good yields. In the presence of sodium ethoxide, treatments of 2-amino-1-phenyl-3-pyrrolecarboxamide( 4, 5, and 6), 2-amino-3-thiophene-carboxamide (14), 3-amino-4-isoxazol ecarboxamide (10 and 11), 4-amino-1,2,3-triazole-5-carboxamide (16), a nd o-aminobenzamide (18) with esters (3) such as ethyl formate (3a) an d ethyl acetate (3b) led to the corresponding pyrrolo[2,3-d]- (7, 8, a nd 9), and thieno[2,3-d]pyrimidin-4(3H)-ones (15), isoxazolo[5,4-d]pyr imidin-4(5H)-ones (12 and 13), 1,2,3-triazolo[4,5-d]pyrimidin-7(6H)-on es (17), and 4(3H)-quinazolones (19), respectively.