反応 #314409

反応方程式

1,2-dibromoethane

Sodium hydride

4-trifluoromethyl-3-pyridinecarboxamide

Sodium hydride

Benzyl isothiocyanate

→

3-benzyl-2-(4-trifluoromethyl-3-pyridylcarbonyl)iminothiazolidine

溶媒

N,N-dimethylformamide

water

Ethyl acetate

反応条件

後処理

1. 1
   workup.STIRRINGstirred at 20° C. for 1 hour
2. 2
   workup.STIRRINGstirred at 20° C. for 1 hour
3. 3
   workup.STIRRINGthen stirred for 5 hours
4. 4
   乾燥the organic phase dried (magnesium sulfate)
5. 5
   その他evaporated
6. 6
   その他the residue purified by silica gel column chromatography
7. 7
   洗浄eluting with n-hexane/ethyl acetate (3:1)

実験手順

Sodium hydride (0.09 g, 60% dispersion in mineral oil) was added portionwise to a solution of 4-trifluoromethyl-3-pyridinecarboxamide (0.40 g) in N,N-dimethylformamide at 20° C., and stirred for 1 hour. Benzyl isothiocyanate (0.31 ml) was added and stirred at 20° C. for 1 hour, then 1,2-dibromoethane (0.30 ml) added and stirred at 20° C. for 1 hour. Sodium hydride (0.09 g, 60% dispersion in mineral oil) was added in portions to the solution then stirred for 5 hours. Ethyl acetate and water were added, the organic phase dried (magnesium sulfate), evaporated and the residue purified by silica gel column chromatography eluting with n-hexane/ethyl acetate (3:1) to give 3-benzyl-2-(4-trifluoromethyl-3-pyridylcarbonyl)iminothiazolidine (0.50 g, Compound D-40).

出典