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(2 6-DIFLUOROPHENYL)THIOUREA 97 synthesis

2synthesis methods
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Yield:59772-31-5 62 %

Reaction Conditions:

Stage #1: 2,6-difluoroaniline;Benzoyl isothiocyanate in acetone at 20;
Stage #2: with sodium hydroxide in water;acetone at 80;

Steps:

4.2.1. General procedure for the synthesis of compounds 2a-r

General procedure: Benzoyl isothiocyanate (2 mmol) was added dropwise to a solutionof compounds 1a-r (2 mmol) in dry acetone (12 mL), and the mixturewas stirred at room temperature for 1 h. The solvent of reaction wasevaporated under reduced pressure, the residue was dissolved in 5%NaOH (15 mL), and the mixture was refluxed for 3 h. After being cooledto room temperature, H2O (20 mL) and ethyl acetate (20 mL) wereadded, and the aqueous phase was extracted twice with ethyl acetate(20 mL). The combined organic phases were dried over Na2SO4 andevaporated under reduced pressure. The crude product was purified bysilica gel column chromatography eluting with ethyl acetate/petroleumether (from 1:7 to 1:3) to afford 2a-r.

References:

Li, Zhongtang;Zhu, Guiwang;Liu, Xiaoang;Gao, Tongfei;Fang, Fan;Dou, Xiaodong;Li, Yiyan;Zheng, Ruqiu;Jin, Hongwei;Zhang, Liangren;Liu, Zhenming;Zhang, Lihe [European Journal of Medicinal Chemistry,2023,vol. 250,art. no. 115167]