反応 #931

反応方程式

water

2,6-dinitrobenzonitrile

K2CO3

3,5-dimethylthiophenol

→

2-[(3,5-dimethylphenyl)thio]-6-nitrobenzonitrile

溶媒

DMF

DMF

反応条件

後処理

1. 1
   workup.STIRRINGAfter stirring an additional 30 min
2. 2
   workup.STIRRINGstirred for 1 hr
3. 3
   ろ過The solid was collected by vacuum filtration

実験手順

A mixture of 2,6-dinitrobenzonitrile (1.4 g 7.2 mmol) and K2CO3 (1.1 g, 7.9 mmol) in 10 ml of DMF was chilled to 0° C. A solution of 3,5-dimethylthiophenol (1.1 g 0.0079 mmol) in 10 ml of DMF, was added dropwise over 30 min with stirring under nitrogen. After stirring an additional 30 min, the reaction mixture was poured into 150 ml of water and stirred for 1 hr. The solid was collected by vacuum filtration. Chromatography on silica gel (flash; Hex/EtOAc 1:1) provided 1.64 g (80%) of 2-[(3,5-dimethylphenyl)thio]-6-nitrobenzonitrile: mp 155°-156° C.

出典