Dimethylformamide diethylacetal → HCID 178484332, compound

HRID 1931548Notes

Reaction equation

HRID 1931548 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH2:9])=[O:8])=[CH:5][CH:4]=1)#[N:2].C(O[CH:15](OCC)[N:16]([CH3:18])[CH3:17])C>>[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7](/[N:9]=[CH:15]/[N:16]([CH3:18])[CH3:17])=[O:8])=[CH:5][CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 70913Dimethylformamide diethylacetalHCID 76427p-Cyanobenzamide

Product 1

HCID 178484332HCID 178484332, compoundYield 96.1%

Conditions

Temperature
120 °C

Procedure

4-cyanobenzamide (327.0 mg, 2.237 mmol) and N,N-dimethylformamide diethyl acetal (0.53 ml, 3.09 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 dark purple solution that slowly turned lighter until it had become an amber solution. After 70 minutes, the reaction mixture solidified. The reaction mixture was cooled to room temperature and was placed under high vacuum overnight to give the title compound (432.7 mg, 2.150 mmol) as a yellow 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. customwas placed under high vacuum overnight

Sources & evidence

ORD record
ord-0f92734a7d6a4c9690d62b9518dabb0d
Source dataset
uspto-grants-2012_05
Patent number
US08188085B2

Reaction notes

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