Dimethylformamide dimethyl acetal → N-[3-(3-Dimethylaminoacryloyl)phenyl]acetamide

HRID 1247969Notes

Reaction equation

HRID 1247969 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][C:11]([CH3:13])=[O:12])[CH:5]=1)=[O:3].CO[CH:16](OC)[N:17]([CH3:19])[CH3:18]>>[CH3:16][N:17]([CH3:19])[CH:18]=[CH:1][C:2]([C:4]1[CH:5]=[C:6]([NH:10][C:11](=[O:12])[CH3:13])[CH:7]=[CH:8][CH:9]=1)=[O:3]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 3462023'-Acetamidoacetophenone

Product 1

HCID 53412415N-[3-(3-Dimethylaminoacryloyl)phenyl]acetamide

Procedure

A 30.0 g portion of 3-acetamidoacetophenone was heated with 50 ml of dimethylformamide dimethylacetal on a steam bath under inert atmosphere for 8 hours. After cooling, the precipitated material was collected by filtration to yield the desired material as orange crystals (37.20 g, mp 184°-185° C.).

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitated material was collected by filtration

Sources & evidence

ORD record
ord-5fcaa470b9464e26b9a06defddd59089
Source dataset
uspto-grants-1985_06
Patent number
US04521422

Reaction notes

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