Water → HCID 58158577, compound

HRID 2095863Notes

Reaction equation

HRID 2095863 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13]([CH3:14])=[CH:12][CH:11]=[C:10]([C:15]#N)[C:9]2=[O:17])=[CH:4][C:3]=1[CH3:18].[OH2:19].S(=O)(=O)(O)[OH:21]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13]([CH3:14])=[CH:12][CH:11]=[C:10]([C:15]([OH:21])=[O:19])[C:9]2=[O:17])=[CH:4][C:3]=1[CH3:18]

Participants

4

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 58158561HCID 58158561, compound

Product 1

HCID 58158577HCID 58158577, compoundYield 58%

Conditions

Temperature
130 °C

Procedure

1-(4-Fluoro-3-methylphenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (1.60 g, 6.60 mmol) was suspended in aqueous sulfuric acid solution (98% sulfuric acid 8 mL, water 8 mL), and the mixture was stirred at 130° C. for 10 hr. The reaction solution was cooled to room temperature, water was added, and the precipitated solid was collected by filtration. The obtained solid was washed with ethyl acetate to give the title compound (1.00 g, 58%) as a brown solid.

Workup

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

Sources & evidence

ORD record
ord-5bbbce0a9c1c4693bbf431ebf0b75fcc
Source dataset
uspto-grants-2013_05
Patent number
US08445509B2

Reaction notes

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