Synthesis, Cyclization and Nucleophilic Substitution Reactions of Substituted Pyrazole Carboxylic Acid

Year 2022, , 279 - 286, 01.03.2022

İsrafil Tozlu , Volkan Taşdemir , Aycan Güner Hasan Genç

https://doi.org/10.21597/jist.948269

Abstract

Substituted pyrazole carboxylic acid 2a-b derivatives, obtained from 2,3-furandione 1 and benzaldehyde hydrazone 11a-b was converted via reactions of its acid chloride 3a-b. The corresponding ester 6a-b, urea 7a-b, and amide derivatives 4a-b, 8a-b were obtained from the reaction of the acyl chloride of the pyrazole carboxylic acid with various alcohols, urea, and amines. Additionally, the corresponding nitrile derivatives 5 were obtained by extracting water from the amide derivatives (SOCl2 / DMF). Furthermore, cyclization reactions of substituted pyrazole carboxylic acid derivatives using hydrazine were investigated 9 and reaction of 2b decarboxylation product 10.

Keywords

cyclization, decarboxylation, pyrazole carboxylic acid, pyrazole

Sübstitüe Pirazol Karboksilik Asit Sentezi, Siklizasyonu ve Nükleofilik Yer Değiştirme Reaksiyonları

Abstract

Substitüe pirazol karboksilik asit 2a-b türevleri 2,3-furandion 1 ve benzaldehit hidrazon 11a-b elde edildi. Pirazol karboksilik asit türevleri asit klorürlerine 3a-b dönüştürüldü. Pirazol karboksilik asitin asit klorürü çeşitli alkoller, üre ve aminlerle reaksiyonundan karşılık gelen ester 6a-b, üre 7a-b ve amid 4a-b, 8a-b türevleri elde edildi. Ek olarak, amid türevlerinden (SOCl2/DMF) ile su çekilerek karşılık gelen nitril türevleri 5 elde edildi. Ayrıca pirazol karboksilik asit türevlerinin hidrazin ile siklizasyon reaksiyonlarından 9 ve dekarboksilasyonu sonucu 10 türevlerinin eldesi reaksiyonları araştırılmıştır.

Keywords

Siklizasyon, dekarboksilasyon, pirazol karboksilit asit, pirazol

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