反応 #2006479

反応方程式

compound 9

2-Amino-2-methyl-proprionitrile

triethylamine

isocyanate

4-Isocyanato-2-trifluoromethyl-benzonitrile

→

compound 10a

収率 47.3%

4-(4,4-Dimethyl-5-imino-2-oxo-1-imidazolidinyl)-2-trifluoromethyl-benzonitrile

収率 47.3%

溶媒

1,2 dichloroethane

1,2 dichloroethane

反応条件

後処理

1. 1
   その他the ice bath was then removed
2. 2
   workup.STIRRINGstirred at room temperature for an additional 30 min
3. 3
   その他The solution was then evaporated to dryness
4. 4
   その他purified by flash chromatography

実験手順

To a solution of compound 9 (641 mg, 7.62 mmol) and triethylamine (168 mg, 1.66 mmol) in 1,2 dichloroethane (8.4 mL) at 0° C. under argon was dropwise added a solution of the isocyanate 8a (1.54 g, 7.28 mmol) in 1,2 dichloroethane (3.5 mL). The solution was stirred at 0° C. for 35 min and the ice bath was then removed and stirred at room temperature for an additional 30 min. The solution was then evaporated to dryness and purified by flash chromatography using EtOAc/Hexane (6:4) as an eluant to give pure compound 10a (1.02 g, 47%). 1H NMR (300 MHz, Acetone-d6) δ: 1.54 (m, 6H), 7.45 (broad s, 1H), 8.12 (d, 1H, J=8.46 Hz), 8.29 (dd, 1H, J1=6.90 Hz, J2=1.61 Hz), 8.46 (s, 1H), 8.51 (s, 1H).

出典