Reactions of methyl (E,Z)-2-(2-benzoyl-2-ethoxycarbonyl-1-ethenyl)-amino-3-dimethylaminopropenoate with heteroarylhydrazines. 2-(2-Benzoyl-2-ethoxycarbonyl-1-ethenyl)amino-3-heteroarylhydra-zonopropanoates and 1-heteroaryl-4-ethoxycarbonyl-3-phenylpyrazoles
✍ Scribed by Sonja Strah; Branko Stanovnik
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1997
- Tongue
- English
- Weight
- 234 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
In the reaction of methyl (E,Z)‐2‐(2‐benzoyl‐2‐ethoxycarbonyl‐1‐ethenyl)amino‐3‐dimethylaminopro‐penoate (1) with heteroarylhydrazines 2 in ethanol in the presence of catalytic amounts of hydrochloric acid two types of products were formed: methyl 2‐(2‐benzoyl‐2‐ethoxycarbonyl‐1‐ethenyl)amino‐3‐heteroaryl‐hydrazonopropanoates 4 in 73‐86% yield and 1‐heteroaryl‐4‐ethoxycarbony‐3‐phenylpyrazoles 5 in 5‐16% yield.
📜 SIMILAR VOLUMES
## Abstract Alkyl 2‐(2‐benzoyl‐2‐ethoxycarbonyl‐1‐ethenyl)amino‐3‐dimethylaminopropenoates 4a,b were prepared. They react with __C__‐nucleophiles such a 2‐pyridinylacetonitrile 5 and methyl‐2‐quinolinylacetate 8, cyclohexane‐1,3‐dione 10 and its derivatives 12 and 14, resorcinol derivative 16, 2‐na
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v
## Abstract Transformations of intermediates 4, prepared from methyl 2‐(2,2‐disubstituted‐ethenyl)amino‐3‐dimethylaminopropenoates 2 and sterically hindered heteroarylamines 3, into methyl 1‐heteroaryl‐1__H__‐imidazole‐4‐carboxylates 7 are described.
## Abstract Alkyl 2‐[2‐ethoxycarbonyl‐2‐(2‐pyridinyl)ethenyl]amino‐3‐dimethylaminopropenoates **3** and **4** were transformed with __C__‐and __N__‐nucleophiles into β‐heteroaryl‐α,β‐didehydro‐α‐amino acid derivatives **13**‐**16**, substituted 3‐amino‐4__H__‐quinolizin‐4‐one 17, 2__H__,5__H__‐benz