Sulfuric Acid → HCID 14514435, compound

HRID 1032600Notes

Reaction equation

HRID 1032600 reaction equation
[F:1][CH:2]([F:20])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:5]=1[NH:11][S:12]([C:15]1[N:19]=[CH:18][NH:17][N:16]=1)(=[O:14])=[O:13].C(=O)([O-])[O-].[K+].[K+].[Cl:27][C:28]1[CH:33]=[C:32]([O:34][CH3:35])[N:31]=[C:30](S(C)(=O)=O)[N:29]=1.S(=O)(=O)(O)O>CN(C)C=O>[F:20][CH:2]([F:1])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:5]=1[NH:11][S:12]([C:15]1[N:19]=[CH:18][N:17]([C:30]2[N:29]=[C:28]([Cl:27])[CH:33]=[C:32]([O:34][CH3:35])[N:31]=2)[N:16]=1)(=[O:14])=[O:13]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 11430Potassium CarbonateHCID 137292254-Chloro-2-(methanesulfonyl)-6-methoxypyrimidineHCID 178425727HCID 178425727, compound

Product 1

HCID 14514435HCID 14514435, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
10 °C

Procedure

1.8 g (6 mmol) N-(2-Difluoromethoxy-6-methylphenyl)-1H-1,2,4-triazole-3-sulphonamide in 10 ml dimethylformamide was stirred with 1.68 g (12 mmol) potassium carbonate for 10 minutes at 50° C. It was then cooled to 10° C. and treated with 1.33 g (6 mmol) 4-chloro-6-methoxy-2-methylsulphonylpyrimidine and the mixture stirred for 45 minutes at 10° C. It was then added to ice-water, acidified to pH 4 with sulphuric acid and the solid collected and purified by silica gel chromatography using a mixture of methylene chloride and methanol (95/5).

Workup

  1. customthe solid collected
  2. custompurified by silica gel chromatography
  3. additiona mixture of methylene chloride and methanol (95/5)

Sources & evidence

ORD record
ord-9d85be624e484ab491d763edfe30d6a8
Source dataset
uspto-grants-1990_09
Patent number
US04959094

Reaction notes

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