TETRAZOLE FORMATION DURING BAMFORD-STEVENS REACTIONS OF DIPHENALDEHYDE BIS-TOSYLHYDRAZONE

Authors
BANCIU MD BANCIU A DRAGHICI C PETRIDE A CHIRALEU F
Citation
Md. Banciu et al., TETRAZOLE FORMATION DURING BAMFORD-STEVENS REACTIONS OF DIPHENALDEHYDE BIS-TOSYLHYDRAZONE, Revue Roumaine de Chimie, 40(11-12), 1995, pp. 1165-1173
Citations number
13
Categorie Soggetti
Chemistry
Journal title
Revue Roumaine de Chimie → ACNP
ISSN journal
00353930
Volume
40
Issue
11-12
Year of publication
1995
Pages
1165 - 1173
Database
ISI
SICI code
0035-3930(1995)40:11-12<1165:TFDBRO>2.0.ZU;2-A
Abstract
The Bamford-Stevens reaction of diphenaldehyde bis-tosylhydrazone (4), examined in five different procedures, afforded phenanthrene as main reaction product. 5H-6-Azadibenzo [a, c]tetrazolo [e]cycloheptene (6) was obtained as by-product (32 %) in aprotic basic reaction conditions . The reaction mechanisms are discussed. Formation of a tetrazole duri ng Bamford-Stevens reaction of a bis-tosylhydrazone seems to be observ ed for the first time.