Dimethylformamide diethylacetal → HCID 178484337, compound
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][N:10]=1)[C:5]([NH2:7])=[O:6].C(O[CH:14](OCC)[N:15]([CH3:17])[CH3:16])C>>[Br:1][C:2]1[CH:3]=[C:4]([C:5](/[N:7]=[CH:14]/[N:15]([CH3:17])[CH3:16])=[O:6])[CH:8]=[CH:9][N:10]=1Participants
3
Conditions
- Temperature
- 120 °C
Procedure
2-bromo-isonicotinamide (406.2 mg, 2.021 mmol) and N,N-dimethylformamide diethyl acetal (0.48 ml, 2.80 mmol) were combined and heated to 120° C. A short path distillation apparatus was used to collect the ethanol that was liberated during the reaction. The reaction mixture was a light orange solution that slowly turned darker until it had become a dark amber solution. After 1.5 hours, the reaction mixture was cooled to room temperature. The reaction mixture solidified upon cooling and was placed under high vacuum overnight to give the title compound (507.4 mg) as an off-white solid.
Workup
- distillationA short path distillation apparatus
- customto collect the ethanol that
- customwas liberated during the reaction
- temperaturethe reaction mixture was cooled to room temperature
- temperatureupon cooling
- customwas placed under high vacuum overnight
Sources & evidence
- ORD record
- ord-4c08072b05fa48d28ec290fd86677c22
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08188085B2
Reaction notes
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