反応 #3214

反応方程式

2-aminobenzonitrile

dimethyl acetylenedicarboxylate

→

solid

収率 44.3%

Dimethyl 2-(2-cyanoanilino)fumarate

収率 44.3%

溶媒

t-butanol

反応条件

後処理

1. 1
   その他a precipitate formed
2. 2
   ろ過was collected by filtration
3. 3
   洗浄The material was washed with cold methanol and air
4. 4
   その他dried

実験手順

A solution of 2-aminobenzonitrile (5.00 g, 42.3 mM) and dimethyl acetylenedicarboxylate (6.42 g, 45.2 mM) in t-butanol (70.5 mL) was refluxed under a nitrogen atmosphere for 12 hr. After cooling the reaction mixture to room temperature, a precipitate formed and was collected by filtration. The material was washed with cold methanol and air dried to give a yellow solid (4.88 g). Recrystallization of this solid from methanol provided the title compound (4.39 g, 39.9%) as yellow crystals, mp 116.5°-117.5° C.; MS(CI): 261 (M+H). Analysis for C13H12N2O4 : Calculated: C, 60.00; H, 4.65; N, 10.76 Found: C, 60.03; H, 4.67; N, 10.84

出典