Benzenesulfonyl chloride → HCID 89586064, compound

HRID 1747815Notes

Reaction equation

HRID 1747815 reaction equation
[CH3:1][O:2][C:3]1[C:4]([OH:20])=[C:5]([C:9]2[N:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:12]=[CH:11][CH:10]=2)[N:6]=[N:7][CH:8]=1.[C:21]1([S:27](Cl)(=[O:29])=[O:28])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>N1C=CC=CC=1.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[C:4](=[O:20])[C:5]([C:9]2[N:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:12]=[CH:11][CH:10]=2)=[N:6][N:7]([S:27]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)(=[O:29])=[O:28])[CH:8]=1

Participants

5

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 178493808HCID 178493808, compound

Product 1

HCID 89586064HCID 89586064, compoundYield 78.8%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4-ol (100 mg) and benzenesulfonylchloride (79 mg) in pyridine (4.00 mL) was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate, washed with water, dried over anhydrous sodium sulfate, filtered and concentrated. The resulting solid was washed with ethyl acetate and diethyl ether, and dried to give the title compound (120 mg).

Workup

  1. washwashed with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. washThe resulting solid was washed with ethyl acetate and diethyl ether
  6. customdried

Sources & evidence

ORD record
ord-60afffb5fa774f2fbcf449ae06d7fece
Source dataset
uspto-grants-2015_10
Patent number
US09150588B2

Reaction notes

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