Dimethyl Sulfoxide → HCID 9834421, compound

HRID 857585Notes

Reaction equation

HRID 857585 reaction equation
S(=O)(=O)=O.[CH3:5][S:6]([CH3:8])=O.[F:9][C:10]([F:19])([F:18])[C:11]1[CH:17]=[CH:16][C:14]([NH2:15])=[CH:13][CH:12]=1>ClCCl>[CH3:5][S:6]([CH3:8])=[N:15][C:14]1[CH:16]=[CH:17][C:11]([C:10]([F:9])([F:18])[F:19])=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 99644-(Trifluoromethyl)anilineHCID 24682Sulfur trioxide

Product 1

HCID 9834421HCID 9834421, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

Sulfur trioxide (4.84 g, 60.5 mmol) in dichloromethane (10 mL) was added to dimethyl sulfoxide (4.84 g, 62.0 mmol) in dichloromethane (10 mL) at −5 to 0° C. When the addition was complete 4-(trifluoromethyl)aniline (5.00 g, 31.0 mmol) was added dropwise. The mixture was allowed to warm to ambient temperature. After about 1 h the mixture was diluted with dichloromethane (80 mL) and washed with sodium hydroxide (1 N, 100 mL), dried and evaporated to give the title product as a solid (6.58 g, 96% yield).

Workup

  1. additionWhen the addition
  2. additionwas added dropwise
  3. washwashed with sodium hydroxide (1 N, 100 mL)
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-8ec5f05989ab4683a031a0e9531cc164
Source dataset
uspto-grants-2006_12
Patent number
US07145035B2

Reaction notes

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