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3-bromo-2-nitro-benzo[b]thiophene

copper cyanide

water

→

solid

수율 90.3%

2-Nitro-Benzo[b]thiophene-3-carbonitrile

수율 90.3%

용매

DMF

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후처리

1. 1
   workup.ADDITIONpour on ice
2. 2
   여과filter
3. 3
   세척The filter cake wash with dichloromethane
4. 4
   기타The organic layer separate
5. 5
   건조dry over MgSO4, evaporation
6. 6
   기타to give a DMF solution
7. 7
   여과After filtration

실험 절차

Combine 3-bromo-2-nitro-benzo[b]thiophene (33.0 g, 127.4 mmol), copper cyanide (17.1 g, 191.1 mmol) in DMF (150 mL), heat to 120° C. for three hours. The reaction cool to RT, pour on ice, then filter. The filter cake wash with dichloromethane. The organic layer separate and dry over MgSO4, evaporation to give a DMF solution. Add water (400 mL) and the yellow solid precipitate out. After filtration, obtain a brownish solid (23.5 g, 90%). Mass spectrum (m/e): 205 (M+1); 1HNMR (300 MHz, DMSO-d6) δ: 7.78(m, 2H), 8.04(d, 1H), 8.29(d, 1H). 3CNMR(75 MHz, DMSO-d6) δ ppm: 105.9, 112.1, 125.0, 125.2, 128.8, 131.2, 135.9, 137.8, 158.0.

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