Potassium Carbonate → HCID 22118380, compound

HRID 1275468Notes

Reaction equation

HRID 1275468 reaction equation
[Cl:1][CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:13]([C:15]3[CH:16]=[N:17][N:18]([CH2:21][CH3:22])[C:19]=3[OH:20])=[O:14])[C:10]=2[CH3:12])[S:5](=[O:24])(=[O:23])[CH2:4][CH2:3]1.C(=O)([O-])[O-].[K+].[K+].[CH2:31]([S:34](Cl)(=[O:36])=[O:35])[CH2:32][CH3:33]>C(Cl)Cl.O.[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1>[Cl:1][CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:13]([C:15]3[CH:16]=[N:17][N:18]([CH2:21][CH3:22])[C:19]=3[O:20][S:34]([CH2:31][CH2:32][CH3:33])(=[O:36])=[O:35])=[O:14])[C:10]=2[CH3:12])[S:5](=[O:24])(=[O:23])[CH2:4][CH2:3]1

Participants

7

Reactant 3

HCID 11430Potassium CarbonateHCID 662791-Propanesulfonyl chlorideHCID 178463097HCID 178463097, compound

Product 1

HCID 22118380HCID 22118380, compoundYield 60.2%

Reagents, catalysts & solvents 3

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

0.26 Gram (0.7 mmol) of 4-chloro-5-methyl-6-(1-ethyl-5-hydroxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide was dissolved in 3 ml of methylene chloride, and then a solution of 0.2 g (1.4 mmol) of potassium carbonate in 2 ml of water was added. Further, 0.16 ml (1.4 mmol) of n-propanesulfonyl chloride and 20 mg (0.08 mmol) of benzyltriethylammonium chloride were added, and the mixture was allowed to react at room temperature for 1 day. After the completion of the reaction, a methylene chloride layer was separated and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to give 0.2 g (yield 60%) of 4-chloro-5-methyl-6-(1-ethyl-5-n-propanesulfonyloxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide.

Workup

  1. customto react at room temperature for 1 day
  2. customAfter the completion of the reaction
  3. customa methylene chloride layer was separated
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-50ecd7fe5fda430abdb949e403c08c16
Source dataset
uspto-grants-2000_12
Patent number
US06159904

Reaction notes

Loading…