Dimethylformamide dimethyl acetal → 2-(2-Bromothiophene-5-carbonyl)-3-(dimethylamino)acrylonitrile
Reaction equation
[Br:1][C:2]1[S:6][C:5]([C:7](=[O:11])[CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1.CO[CH:14](OC)[N:15]([CH3:17])[CH3:16]>>[Br:1][C:2]1[S:6][C:5]([C:7]([C:8](=[CH:14][N:15]([CH3:17])[CH3:16])[C:9]#[N:10])=[O:11])=[CH:4][CH:3]=1Participants
3
Conditions
- Temperature
- 100 °C
Procedure
3-(5-Bromothiophen-2-yl)-3-oxopropanenitrile (4 g, 17 mmol) was treated with dimethyl formamide dimethylacetal and the mixture heated to 100° C. After 1 h, the mixture was allowed to cool down to room temperature. The yellow solid that precipitated was collected by suction filtration and washed well with diethyl ether. Yield=4.6 g. MS (M+H)+ 284.
Workup
- temperatureto cool down to room temperature
- filtrationThe yellow solid that precipitated was collected by suction filtration
- washwashed well with diethyl ether
Sources & evidence
- ORD record
- ord-ec1d5003758443f987bfc3889ea3699f
- Source dataset
- uspto-grants-2010_12
- Patent number
- US07858785B2
Reaction notes
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