Methanesulfonyl chloride → HCID 9861638, compound

HRID 2227721Notes

Reaction equation

HRID 2227721 reaction equation
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:18]=[CH:17][NH:16][N:15]=2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>N1C=CC=CC=1.O>[CH3:19][S:20]([N:16]1[CH:17]=[CH:18][C:14]([C:11]2[CH:12]=[CH:13][C:8]([O:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[CH:9][CH:10]=2)=[N:15]1)(=[O:22])=[O:21]

Participants

5

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 178420501HCID 178420501, compound

Product 1

HCID 9861638HCID 9861638, compoundYield 91.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

To a solution of 3-(4-phenoxyphenyl)-1H-pyrazole (125 mg, 0.529 mmol) in pyridine (10 mL) at room temperature was added neat methanesulfonyl chloride (50 μL, 0.64 mmol). After stirring overnight at room temperature, the reaction was diluted with water. Column chromatography afforded 152 mg (91%) of the title compound as white solid, mp 136° C. 1H NMR (CDCl3): δ8.06 (d, J=3.0 Hz, 1H), 7.84 (d, J=8.7 Hz, 2H), 7.37 (t, J=8.7 Hz, 2H), 7.14 (t, J=7.5 Hz, 1H), 7.06 (d, J=8.7 Hz, 2H), 7.06-7.04 (m, 2H), 6.72 (d, J=3.0 Hz, 1H), 3.38 (s, 3H).

Sources & evidence

ORD record
ord-87fb2bb6f6524b5aa51a50476378cb5d
Source dataset
uspto-grants-2002_07
Patent number
US06414011B1

Reaction notes

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