Synthesis 2015; 47(06): 827-835
DOI: 10.1055/s-0034-1379696
paper
© Georg Thieme Verlag Stuttgart · New York

Efficient Syntheses of Ethyl 2-Methylthio- and Ethyl 2-Benzylthio-6-methyl(aryl)pyrimidine-4-carboxylates and Their Carboxylic Acid Derivatives

Nilo Zanatta*
Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química, Universidade Federal de Santa Maria, 97105-900, Santa Maria, Brazil   Email: nilo.zanatta@ufsm.br
,
Andressa S. Fortes
Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química, Universidade Federal de Santa Maria, 97105-900, Santa Maria, Brazil   Email: nilo.zanatta@ufsm.br
,
Carlos E. Bencke
Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química, Universidade Federal de Santa Maria, 97105-900, Santa Maria, Brazil   Email: nilo.zanatta@ufsm.br
,
Mário A. Marangoni
Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química, Universidade Federal de Santa Maria, 97105-900, Santa Maria, Brazil   Email: nilo.zanatta@ufsm.br
,
Adriano F. Camargo
Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química, Universidade Federal de Santa Maria, 97105-900, Santa Maria, Brazil   Email: nilo.zanatta@ufsm.br
,
Cassio A. Fantinel
Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química, Universidade Federal de Santa Maria, 97105-900, Santa Maria, Brazil   Email: nilo.zanatta@ufsm.br
,
Helio G. Bonacorso
Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química, Universidade Federal de Santa Maria, 97105-900, Santa Maria, Brazil   Email: nilo.zanatta@ufsm.br
,
Marcos A. P. Martins
Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química, Universidade Federal de Santa Maria, 97105-900, Santa Maria, Brazil   Email: nilo.zanatta@ufsm.br
› Author Affiliations
Further Information

Publication History

Received: 15 October 2014

Accepted after revision: 17 November 2014

Publication Date:
05 January 2015 (online)


Abstract

A simple and efficient procedure for the synthesis of ethyl 2-methylthio- and ethyl 2-benzylthio-6-methyl(aryl)-pyrimidine-4-carboxylates and their corresponding acid derivatives is reported. The products are obtained in good yields via the cyclocondensation reaction of ethyl 4-alkoxy-2-oxo-4-methyl(aryl)-but-3-enoates with 2-meth­ylisothiourea sulfate or 2-benzylisothiourea hydrochloride, under mild, basic, aqueous conditions.

 
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