Dimethylformamide dimethyl acetal → HCID 54059417, compound

HRID 638203Notes

Reaction equation

HRID 638203 reaction equation
[C:1]([C:9]1[CH:10]=[CH:11][C:12](=[O:16])[NH:13][C:14]=1[CH3:15])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO[CH:19](OC)[N:20]([CH3:22])[CH3:21]>CN(C)C=O>[C:1]([C:9]1[CH:10]=[CH:11][C:12](=[O:16])[NH:13][C:14]=1[CH:15]=[CH:19][N:20]([CH3:22])[CH3:21])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 21779936HCID 21779936, compound

Product 1

HCID 54059417HCID 54059417, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture containing 26.5 g of 5benzoyl-6-methyl-2(1H)-pyridinone, 100 ml of dimethylformamide and 21 ml of dimethylformamide dimethyl acetal was heated on a steam bath with stirring for 8 hours and then concentrated on a rotary evaporator to yield a solid residue. The residue was recrystallized from methanol and dried in a vacuum oven at 80°-85° C., to yield 15.8 g of 5-benzoyl-6-[2-(dimethylamino)ethenyl]-2(1H)-pyridinone, m.p. 202°-204° C.

Workup

  1. temperaturewas heated on a steam bath
  2. concentrationconcentrated on a rotary evaporator
  3. customto yield a solid residue
  4. customThe residue was recrystallized from methanol
  5. customdried in a vacuum oven at 80°-85° C.

Sources & evidence

ORD record
ord-aac608ee255c4676bc012579bd83c38a
Source dataset
uspto-grants-1985_12
Patent number
US04560691

Reaction notes

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