반응 #2006479

반응 방정식

compound 9

2-Amino-2-methyl-proprionitrile

triethylamine

isocyanate

4-Isocyanato-2-trifluoromethyl-benzonitrile

→

compound 10a

수율 47.3%

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

수율 47.3%

용매

1,2 dichloroethane

1,2 dichloroethane

반응 조건

후처리

1. 1
   기타the ice bath was then removed
2. 2
   workup.STIRRINGstirred at room temperature for an additional 30 min
3. 3
   기타The solution was then evaporated to dryness
4. 4
   기타purified by flash chromatography

실험 절차

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).

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