Efficient synthesis of benzothiazine and acrylamide compounds

AUTOR(ES)

Souza, Ana Maria Alves, Walfrido, Simone Torres Pádua, Leite, Lúcia Fernanda Costa, Lima, Maria Carmo Alves, Galdino, Suely Lins, Pitta, Ivan Rocha, Barbosa Filho, José Maria, Simone, Carlos Alberto De, Ellena, Javier Alcides

FONTE

Química Nova

DATA DE PUBLICAÇÃO

2010

RESUMO

This article describes the synthesis of the new (2Z)-2-(4-methoxybenzylidene)-6-nitro-4H -benzo[1,4]thiazin-3-one, (2Z)-2-(4-methoxybenzylidene)-4-methyl-6-nitro-4H-benzo[1,4]thiazin-3-one, (2Z)-6-amino-2-(4-methoxybenzylidene)-4H -benzo[1,4]thiazin-3-one, (2Z)-6-butylamino-2-(4-methoxybenzylidene)-4-methyl-4H-benzo[1,4]-thiazin-3-one and (2E)-N-alkyl-N-(2-hydroxy-5-nitrophenyl)-3-phenylacrylamides and the spectroscopic data. The arylidenebenzothiazine compounds were prepared using the Knoevenagel condensation with substituted benzaldehydes in the presence of sodium methoxide in DMF. The presence of a nitro substituent in the 4-position, water and a slightly acid reaction medium in this condensation caused the rupture of the benzothiazine ring and subsequent formation of the phenylacrylamide compounds. A crystallographic data was presented for (2E)-3-(4-bromophenyl)-N-dodecyl-N -(2-hydroxy-5-nitrophenyl) acrylamide.

Documentos Relacionados

• On the application of knoevenagel condensation for the synthesis of benzylidene benzothiazine compounds and structural study
• Observations on the effects on rats of compounds related to acrylamide
• Identification of compounds from chufa (Eleocharis dulcis) peels with inhibitory acrylamide formation activity
• Microwave-promoted morita-baylis-hillman reactions: efficient synthesis of new monoacylglycerols (MAGs) as potential anti-parasitic compounds
• Synthesis and characterization of pH and temperature responsive poly(2-hydroxyethyl methacrylate-co-acrylamide) hydrogels