Dimethylformamide dimethyl acetal → HCID 1481306, compound

HRID 1624557Notes

Reaction equation

HRID 1624557 reaction equation
[O:1]=[C:2]([CH3:20])[C:3](=[N:8][NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=1)[C:4]([O:6][CH3:7])=[O:5].[CH3:21]OC(OC)N(C)C>>[O:1]=[C:2]1[CH:20]=[CH:21][N:9]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:17])([F:18])[F:19])[CH:11]=2)[N:8]=[C:3]1[C:4]([O:6][CH3:7])=[O:5]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 178501727HCID 178501727, compound

Product 1

HCID 1481306HCID 1481306, compoundYield 87%

Procedure

A solution of methyl 3-oxo-2-{[3-(trifluoromethyl)phenyl]hydrazono}butanoate (15.20 g, 52.7 mmol) in N,N-dimethylformamide dimethylacetal (150 mL) was heated at reflux for 2 h. After that time, the reaction was cooled to room temperature and then on an ice water bath. The product was collected by filtration to give methyl 4-oxo-1-[3-(trifluoromethyl)phenyl]-1,4-dihydropyridazine-3-carboxylate (13.7 g, 87%) as pale yellow crystals.

Workup

  1. temperatureat reflux for 2 h
  2. filtrationThe product was collected by filtration

Sources & evidence

ORD record
ord-4d5a1c8760b24f07bcf419349def73d2
Source dataset
uspto-grants-2014_07
Patent number
US08778944B2

Reaction notes

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