Water → HCID 22281898, compound

HRID 1368606Notes

Reaction equation

HRID 1368606 reaction equation
[Na].[O:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:11]3[C:12]([O:38][CH3:39])=[N:13][N:14]([CH3:37])[C:15]=3[N:16](S(C3C=CC(Cl)=CC=3)(=O)=O)[S:17]([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)(=[O:19])=[O:18])=[CH:10][C:5]=2[O:4][CH2:3]1.[Cl-].[NH4+].O>CO.ClCCl>[O:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:11]3[C:12]([O:38][CH3:39])=[N:13][N:14]([CH3:37])[C:15]=3[NH:16][S:17]([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)(=[O:19])=[O:18])=[CH:10][C:5]=2[O:4][CH2:3]1

Participants

7

Reactant 4

HCID 962WaterHCID 25517Ammonium ChlorideHCID 5360545SodiumHCID 22281894HCID 22281894, compound

Product 1

HCID 22281898HCID 22281898, compoundYield 66.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

An aqueous solution of sodium hydroxyde (2M, 270 □l), was added at room temperature to a solution of N-[4-(1,3-benzodioxol-5-yl)-3-methoxy-1-methyl-1H-pyrazol-5-yl]-4-chloro-N-[(4-chlorophenyl)sulfonyl]benzenesulfonamide (Preparation 43) (32 mg) in a mixture of methanol (1 ml) and dichloromethane (1 ml). After 1 h, an aqueous saturated solution of ammonium chloride (4 ml) and water (4 ml) were added and the mixture was extracted with dichloromethane (3×5 ml). The combined organic fractions were dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by preparative TLC (silica) eluted with dichloromethane:methanol (95:5) to yield the title compound as colourless oil (15.1 mg).

Workup

  1. extractionthe mixture was extracted with dichloromethane (3×5 ml)
  2. dry with materialThe combined organic fractions were dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by preparative TLC (silica)
  5. washeluted with dichloromethane:methanol (95:5)

Sources & evidence

ORD record
ord-ddb63ddaa6eb44d2bc61e22d26b5dbee
Source dataset
uspto-grants-2003_06
Patent number
US06573270B1

Reaction notes

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