反応 #314408

反応方程式

allyl bromide

Sodium hydride

4-trifluoromethyl-3-pyridinecarboxamide

Benzyl isothiocyanate

→

1-benzyl-S-(2-propenyl)-3-(4-trifluoromethyl-3-pyridylcarbonyl)isothiourea

溶媒

N,N-dimethylformamide

water

Ethyl acetate

反応条件

後処理

1. 1
   workup.STIRRINGstirred at 20° C. for 2 hours
2. 2
   workup.STIRRINGwith stirring at 20° C. for 5 hours
3. 3
   乾燥the organic phase dried (magnesium sulfate)
4. 4
   その他evaporated
5. 5
   その他purified by column chromatography on silica gel eluting with n-hexane/ethyl acetate (3:1)

実験手順

Sodium hydride (0.09 g, 60% dispersion in mineral oil) was added to a solution of 4-trifluoromethyl-3-pyridinecarboxamide (0.40 g) in N,N-dimethylformamide at 20° C. and stirred for an hour. Benzyl isothiocyanate (0.31 ml) was added to the mixture and stirred at 20° C. for 2 hours, then allyl bromide (0.30 ml) added with stirring at 20° C. for 5 hours. Ethyl acetate and water were added and the organic phase dried (magnesium sulfate), evaporated and purified by column chromatography on silica gel eluting with n-hexane/ethyl acetate (3:1) to give 1-benzyl-S-(2-propenyl)-3-(4-trifluoromethyl-3-pyridylcarbonyl)isothiourea (0.55 g, Compound A-724).

出典