4-Chlorobenzenesulfonyl chloride → HCID 54543333, compound

HRID 1385033Notes

Reaction equation

HRID 1385033 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:12]([C:14]2[CH:15]=[N:16][N:17]([CH2:20][CH3:21])[C:18]=2[OH:19])=[O:13])=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.C(N(CC)CC)C.[Cl:29][C:30]1[CH:35]=[CH:34][C:33]([S:36](Cl)(=[O:38])=[O:37])=[CH:32][CH:31]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:12]([C:14]2[CH:15]=[N:16][N:17]([CH2:20][CH3:21])[C:18]=2[O:19][S:36]([C:33]2[CH:34]=[CH:35][C:30]([Cl:29])=[CH:31][CH:32]=2)(=[O:38])=[O:37])=[O:13])=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2

Participants

6

Reactant 4

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 10340Sodium CarbonateHCID 178463109HCID 178463109, compound

Product 1

HCID 54543333HCID 54543333, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.00 g of 4-[(8-chloroquinolin-5-yl)carbonyl]-1-ethyl-5-hydroxy-pyrazole, 0.70 g of triethylamine and 0.70 g of 4-chlorobenzenesulfonyl chloride in 15 ml of methylene chloride were stirred at room temperature for 12 hours. The reaction mixture was then poured into aqueous sodium carbonate solution and extracted with ethyl acetate. The combined organic phases were dried and concentrated and the residue was purified by chromatograpy over silica gel.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe combined organic phases were dried
  3. concentrationconcentrated
  4. customthe residue was purified by chromatograpy over silica gel

Sources & evidence

ORD record
ord-501ffed7c9a246dd8689d0bf1c617ff7
Source dataset
uspto-grants-2001_07
Patent number
US06262074B1

Reaction notes

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