Dimethylformamide dimethyl acetal → HCID 53841137, compound

HRID 637963Notes

Reaction equation

HRID 637963 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([C:12]#[N:13])[C:7](=[O:11])[NH:8][C:9]=1[CH3:10])(=[O:3])[CH3:2].CO[CH:16](OC)[N:17]([CH3:19])[CH3:18]>CO>[C:1]([C:4]1[CH:5]=[C:6]([C:12]#[N:13])[C:7](=[O:11])[NH:8][C:9]=1[CH:10]=[CH:16][N:17]([CH3:19])[CH3:18])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 27654765-Acetyl-2-hydroxy-6-methylnicotinonitrile

Product 1

HCID 53841137HCID 53841137, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture containing 35.2 g of 5-acetyl-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile, 300 ml of methanol and 30 ml of dimethylformamide dimethyl acetal was heated with stirring on a steam bath for 4 and 1/2 hours and then allowed to cool to room temperature. The precipitated yellow solid was collected, washed with methanol and dried in an oven under reduced pressure at 95° C. to yield 16.4 g of 5-acetyl-1,2-dihyro-6-(2-dimethylaminoethenyl)-2-oxo-3-pyridinecarbonitrile, m.p. 267°-270° C.

Workup

  1. temperaturewas heated
  2. customThe precipitated yellow solid was collected
  3. washwashed with methanol
  4. customdried in an oven under reduced pressure at 95° C.

Sources & evidence

ORD record
ord-59f90878df024139aee310928892af94
Source dataset
uspto-grants-1985_12
Patent number
US04559347

Reaction notes

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