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Synthesis and some reactions of 2-amino-1-azaazulene-3-carbaldehyde

Bulletin of the Chemical Society of Japan Volume 65 Issue 2 Page 340-344
published_at 1992
Title
Synthesis and some reactions of 2-amino-1-azaazulene-3-carbaldehyde
Creators Abe Noritaka
Creators Tanaka Keiko
Creators Yamagata Satoshi
Creators Satoh Akira
Creators Yamane Kameji
2-Chloro-1-azaazulene-3-carbaldehyde (1a) reacted with pyridine, followed by a reacion with piperidine to give 2-amino-1-azaazulene-3-carbaldehyde (1b) in excellent yield. Compound 1b was also obtained by a Vilsmeier?Haack reaction of 2-amino-1-azaazulene. Acetylation of 1b yielded a 2-acetylamino derivative, whereas methylation gave a 1-methylated compound. Reactions of 1b with hydrazines and alkylamines gave the corresponding hydrazones and Schiff bases, respectively, in excellent yields. The reactions of 1b with active methylene compounds gave 1,10-diazabenz[a]azulen-2(1H)-one derivatives. The reaction of 1b with guanidine gave pyrimidine-fuzed 1-azaazulene.
Languages eng
Resource Type journal article
Publishers 日本化学会
Date Issued 1992
File Version Not Applicable (or Unknown)
Access Rights metadata only access
Relations
[ISSN]0009-2673
[NCID]AA00580132
info:doi/10.1246/bcsj.65.340
[isVersionOf] [URI]http://www.jstage.jst.go.jp/browse/bcsj/-char/en
Schools 大学院医学系研究科(理学)