Water → HCID 22281898, compound

HRID 1062751Notes

Reaction equation

HRID 1062751 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□1), 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-8df7e3b94c4a44b99adaae4a3eb0d53f
Source dataset
uspto-grants-2005_11
Patent number
US06962923B2

Reaction notes

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