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4-hydroxy-6-methyl-3-(5-phenyl-2E,4E-pentadien-1-oyl)-2H-pyran-2-one: Synthesis and reactivity with amines

✍ Scribed by Nabila Aït-Baziz; Yahia Rachedi; Maamer Hamdi; Artur M. S. Silva; F. Balegroune; Roisnel Thierry; N. Sellier

Publisher
Journal of Heterocyclic Chemistry
Year
2004
Tongue
English
Weight
200 KB
Volume
41
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

The synthesis and reactivity studies of 4‐hydroxy‐6‐methyl‐3‐(5‐phenyl‐2__E__,4__E__‐pentadien‐1‐oyl)‐2__H__‐pyran‐2‐one 2 with nucleophiles are reported. Reactions of 2 with hydrazine derivatives gave new pyrazole‐type com pounds while the reaction with ortho‐phenylenediamines yielded 1,5‐benzodiazepines. The reaction of 2 with ethylamine implies the 2__H__‐pyran‐2‐one ring opening and the formation of a strong conjugated compound 3.

📜 SIMILAR VOLUMES

New synthesis and reactivity of 3-bromoa
New synthesis and reactivity of 3-bromoacetyl-4-hydroxy-6-methyl-2H-pyran-2-one with binucleophilic amines
✍ Djamila Hikem-Oukacha; Maamar Hamdi; Artur M. S. Silva; Rachedi Yahia 📂 Article 📅 2010 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 137 KB

## Abstract 3‐(Bromoacetyl)‐4‐hydroxy‐6‐methyl‐2__H__‐pyran‐2‐one was synthesized by the reaction of dehydroacetic acid (DHAA) with bromine in glacial acetic acid. Novel heterocyclic products were synthesized from the reaction of bromo‐DHAA with alkanediamines, phenylhydrazines, __ortho__‐phenylene

Synthesis of bipyrazoles and pyrazoloiso
Synthesis of bipyrazoles and pyrazoloisoxazoles from 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one
✍ Abderrahman Bendaas; Maâmar Hamdi; Nicole Sellier 📂 Article 📅 1999 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 249 KB

## Abstract Phenylhydrazine or hydrazine react with 3‐acetyl‐4‐hydroxy‐6‐methyl‐2__H__‐pyran‐2‐one (1) to give 4‐acetoacetyl‐3‐methylpyrazolin‐5‐ones 4. The synthesis of bipyrazoles and pyrazoloisoxazoles from 4 are reported.