Dimethylformamide diethylacetal → HCID 178484337, compound

HRID 1931547Notes

Reaction equation

HRID 1931547 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]=1

Participants

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

  1. distillationA short path distillation apparatus
  2. customto collect the ethanol that
  3. customwas liberated during the reaction
  4. temperaturethe reaction mixture was cooled to room temperature
  5. temperatureupon cooling
  6. 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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