Dimethyl Sulfoxide → HCID 70981569, compound

HRID 1475312Notes

Reaction equation

HRID 1475312 reaction equation
[C:1]1([S:7]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12](F)[CH:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[NH2:18][NH2:19].CS(C)=O>O>[C:1]1([S:7]([C:10]2[CH:11]=[C:12]([NH:18][NH2:19])[CH:13]=[CH:14][CH:15]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 24654Hydrazine hydrate (1:1)HCID 640918benzene, 1-fluoro-3-(phenylsulfonyl)-

Product 1

HCID 70981569HCID 70981569, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
118 °C

Procedure

A mixture of 1-benzenesulfonyl-3-fluoro-benzene (1.34 g, 5.7 mmol), hydrazine hydrate (1.4 mL) and dimethyl sulfoxide (2 mL) was stirred at 118° C. for 18 h, then cooled and poured into water (100 mL). The resulting colourless crystals were collected by filtration to give the title compound (1.34 g, 95%). 1H NMR (DMSO-d6): 7.95-7.84 (2H, m), 7.73-7.56 (3H, m), 7.37-7.21 (3H, m), 7.06 (1H, d), 6.96 (1H, dd), 4.14 (2H, br m).

Workup

  1. temperaturecooled
  2. filtrationThe resulting colourless crystals were collected by filtration

Sources & evidence

ORD record
ord-8f9964efa149471ea2208adcbe1d22bb
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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