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2-Furancarboxamide,5-methyl-(9CI) synthesis

3synthesis methods
-

Yield:99968-74-8 99%

Reaction Conditions:

with hydroxylamine hydrochloride;caesium carbonate in water;dimethyl sulfoxide at 125; for 14 h;

Steps:

General procedure for conversion of aldehydes to primary amides

General procedure: Aldehyde (0.5mmol), NH2OH·HCl (0.6mmol) and Cs2CO3 (0.6mmol) were stirred at 125°C for 48h in a 3:1 mixture of DMSO-H2O (2mL) under air. The progress of the reaction was monitored by TLC using ethyl acetate and hexane as eluent. After completion, the reaction mixture was cooled to room temperature and treated with water (1mL). The resulting mixture was extracted with ethyl acetate (3×5mL). Drying (Na2SO4) and evaporation of the solvent gave a residue that was purified on silica gel column chromatography using ethyl acetate and hexane. The purified products were identified by 1H NMR spectra and the melting points comparison with the literature data.

References:

Wang, Wei;Zhao, Xue-Mei;Wang, Jing-Li;Geng, Xin;Gong, Jun-Fang;Hao, Xin-Qi;Song, Mao-Ping [Tetrahedron Letters,2014,vol. 55,# 20,p. 3192 - 3194] Location in patent:supporting information