Efficient one-pot synthesis of ethyl 2-substitued-4-methylthiazole-5-carboxylates

Meng, Guangrong; Wang, Mei; Zheng, Anqing; Dou, Jianwei; Guo, Zengjun

doi:10.1080/17518253.2014.895858

Cited by 19 publications

(5 citation statements)

References 32 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…As a result, we found that the reaction of 3a-t with ethyl 2-cyano-3,3-bis(methylthio) acrylate was faster and gave thiazole derivatives 4a-t a good yield when potassium carbonate was used with DMF. Molecule 1 was synthesized according to the reported procedure by Meng 26 . Furthermore, the reaction of molecule 1 with hydrazine hydrate was carried out using the reported procedure 27 .…”

Section: Resultsmentioning

confidence: 99%

Untitled

2023

IJPSR

View full text Add to dashboard Cite

A series of novel (Z)-3-((5-(2-((E)-arylidene) hydrazine-1carbonyl)-4-methylthiazol-2-yl)amino)-2-cyano-3-(methylthio) acrylate 4a-t molecules have been synthesized and characterized by 1 H NMR, 13 C NMRand mass spectral analysis. Starting from ethyl 2-amino-4methylthiazole-5-carboxylate 1 was reacted with hydrazine hydrate to obtain carbohydrazide molecule 2. Furthermore, reaction of molecule 2 with various aldehyde and the adduct 3a-t formed was reacted with ethyl 2-cyano-3,3-bis(methylthio) acrylate to get novel thiazole derivatives 4at, furthermore it was reacted with lithium hydroxide to form acid containing novel thiazole molecule 5a. The significant features of this reaction procedure are novel, easy and less time consuming with analytically pure product formation. INTRODUCTION:Thiazole moiety is present in several medicinal compounds and natural sources. The first widely used antibiotic penicillin, also have thiazole moiety in its core structure. Numerous medicinal drugs available for various types of illness also hold thiazole moiety, as shown in Fig. 1. Thiazoles and their derivatives also play a significant role in the field of medicinal chemistry where they found to exhibit a wide variety of activities such as, antiviral 1 , antioxidant 2 , antituberculosis 3 , antimicrobial 4 , anticancer 5 , anticonvulsant 6 , anti-inflammatory 7 , anti-infective 8 , antidiabetic 9 , anticonvulsant 10 , antifungal 11 , antiepileptic 12 , antidepressant 13 . Some of the thiazole molecules also showed inhibition against SARS-CoV-2 virus disease 14,15 . Several procedures for synthesizing thiazole derivatives are described in the literature [16][17][18][19][20][21][22][23] .

show abstract

Section: Resultsmentioning

confidence: 99%

Untitled

2023

IJPSR

View full text Add to dashboard Cite

show abstract

“…The studied method for synthesis is incorporated with good yield without use of costly catalyst, or solvent. Synthesis of starting material ethyl 2amino-4-methylthiazole-5-carboxylate is carried out by known method [45] as shown in Scheme 1.…”

Section: Resultsmentioning

confidence: 99%

Microwave assisted multicomponent reaction: An environmentally benign protocol for the synthesis of substituted imidazo[2,1-b]thiazole-2-carbohydrazide derivatives under solvent free condition

et al. 2016

View full text Add to dashboard Cite

The present report describes a microwave assisted convenient and efficient protocol for the synthesis of new 6-(4-substituted-phenyl)-3-methylimidazo[2,1-b]thiazole-2-carbohydrazide derivatives. The current method holds a tag of green synthesis by virtue of catalyst and solvent free media. Moreover, the procedure offers excellent yield and purity of the products under mild condition compared with conventional method.

show abstract

“…5,6 Since active methylene ketones can be in situ α-halogenated, modified Hantzsch (one-pot) condensation of active methylene ketones with thioureas has received much attention in order to save time and costs in the synthesis of thiazoles. In this regard, in situ α-halogenation strategies using various halogenating reagents including Br 2 , 7 I 2 , 8–11 NBS, 12,13 1,3-dichloro 5,5-dimethylhydantoin, 14 etc. 15,16 have been developed.…”

Section: Introductionmentioning

confidence: 99%

Design of a new method for one-pot synthesis of 2-amino thiazoles using trichloroisocyanuric acid in the presence of a novel multi-functional and magnetically catalytic nanosystem: Ca/4-MePy-IL@ZY-Fe₃O₄

2023

View full text Add to dashboard Cite

show abstract

Efficient one-pot synthesis of ethyl 2-substitued-4-methylthiazole-5-carboxylates

Cited by 19 publications

References 32 publications

Untitled

Untitled

Microwave assisted multicomponent reaction: An environmentally benign protocol for the synthesis of substituted imidazo[2,1-b]thiazole-2-carbohydrazide derivatives under solvent free condition

Design of a new method for one-pot synthesis of 2-amino thiazoles using trichloroisocyanuric acid in the presence of a novel multi-functional and magnetically catalytic nanosystem: Ca/4-MePy-IL@ZY-Fe₃O₄

Contact Info

Product

Resources

About

Efficient one-pot synthesis of ethyl 2-substitued-4-methylthiazole-5-carboxylates

Cited by 19 publications

References 32 publications

Untitled

Untitled

Microwave assisted multicomponent reaction: An environmentally benign protocol for the synthesis of substituted imidazo[2,1-b]thiazole-2-carbohydrazide derivatives under solvent free condition

Design of a new method for one-pot synthesis of 2-amino thiazoles using trichloroisocyanuric acid in the presence of a novel multi-functional and magnetically catalytic nanosystem: Ca/4-MePy-IL@ZY-Fe3O4

Contact Info

Product

Resources

About

Design of a new method for one-pot synthesis of 2-amino thiazoles using trichloroisocyanuric acid in the presence of a novel multi-functional and magnetically catalytic nanosystem: Ca/4-MePy-IL@ZY-Fe₃O₄