Water → HCID 58158577, compound

HRID 2095877Notes

Reaction equation

HRID 2095877 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%

Procedure

An aqueous solution (98% sulfuric acid 8 mL, water 8 mL) of 1-(4-fluoro-3-methylphenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (1.60 g, 6.60 mmol) in sulfuric acid 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. filtrationthe precipitated solid was collected by filtration
  2. washThe obtained solid was washed with ethyl acetate

Sources & evidence

ORD record
ord-b383b7fb98fe411082cc2d25e2e7f3ec
Source dataset
uspto-grants-2013_05
Patent number
US08445509B2

Reaction notes

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