Water → HCID 66968897, compound

HRID 2095865Notes

Reaction equation

HRID 2095865 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:9]2[C:14]([CH3:15])=[CH:13][CH:12]=[C:11]([C:16]#N)[C:10]2=[O:18])[CH:5]=[C:6]([F:8])[CH:7]=1.[OH2:19].S(=O)(=O)(O)[OH:21]>>[F:1][C:2]1[CH:3]=[C:4]([N:9]2[C:14]([CH3:15])=[CH:13][CH:12]=[C:11]([C:16]([OH:21])=[O:19])[C:10]2=[O:18])[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

4

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 66968831HCID 66968831, compound

Product 1

HCID 66968897HCID 66968897, compoundYield 61%

Conditions

Temperature
120 °C

Procedure

1-(3,5-Difluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (1.50 g, 6.20 mmol) was suspended in aqueous sulfuric acid solution (98% sulfuric acid 8 mL, water 8 mL), and the mixture was stirred at 120° C. for 10 hr. The reaction solution was cooled to room temperature and poured into water, and the precipitate was collected by filtration. The obtained solid was washed with ethyl acetate to give the title compound (1.00 g, 61%) as a brown solid.

Workup

  1. temperatureThe reaction solution was cooled to room temperature
  2. filtrationthe precipitate was collected by filtration
  3. washThe obtained solid was washed with ethyl acetate

Sources & evidence

ORD record
ord-4bd35d4ef432405db16be4aab789c464
Source dataset
uspto-grants-2013_05
Patent number
US08445509B2

Reaction notes

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