Dimethylformamide dimethyl acetal → HCID 59436265, compound

HRID 1624570Notes

Reaction equation

HRID 1624570 reaction equation
[O:1]=[C:2]([CH2:20][CH3:21])[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].[CH3:22]OC(OC)N(C)C>>[CH3:21][C:20]1[C:2](=[O:1])[C:3]([C:4]([O:6][CH3:7])=[O:5])=[N:8][N:9]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:17])([F:18])[F:19])[CH:11]=2)[CH:22]=1

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 178459327HCID 178459327, compound

Product 1

HCID 59436265HCID 59436265, compoundYield 87%

Procedure

A solution of methyl 3-oxo-2-{[3-(trifluoromethyl)phenyl]hydrazono}pentanoate (4.00 g, 13.2 mmol) in N,N-dimethylformamide dimethylacetal (33 mL) was heated at reflux for 2.5 hours. After that time, the reaction was cooled to room temperature and the resulting solid was collected by filtration and washed with a small amount of hexanes to give methyl 5-methyl-4-oxo-1-[3-(trifluoromethyl)phenyl]-1,4-dihydropyridazine-3-carboxylate (3.55 g, 87%) as a pale yellow solid.

Workup

  1. temperatureat reflux for 2.5 hours
  2. filtrationthe resulting solid was collected by filtration
  3. washwashed with a small amount of hexanes

Sources & evidence

ORD record
ord-85191ab2df244d85a7dc99aa7e49495f
Source dataset
uspto-grants-2014_07
Patent number
US08778944B2

Reaction notes

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