Dimethyl Sulfide → HCID 9834421, compound

HRID 890133Notes

Reaction equation

HRID 890133 reaction equation
ClN1C(=O)CCC1=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.[CH3:20][S:21][CH3:22]>ClCCl>[CH3:20][S:21]([CH3:22])=[N:15][C:14]1[CH:16]=[CH:17][C:11]([C:10]([F:18])([F:19])[F:9])=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 1068Dimethyl SulfideHCID 99644-(Trifluoromethyl)anilineHCID 31398Chlorosuccinimide2×

Product 1

HCID 9834421HCID 9834421, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
2.5 °C

Procedure

A solution of N-chlorosuccinimide (12-43 g, 93.1 mmol) in ˜170 mL of dichloromethane was added to a mixture of 4-(trifluoromethyl) aniline (15 g, 93.1 mmol) and dimethyl sulfide (6.35 g, 102 mmol) in 230 mL of dichloromethane at −5-0° C. After the addition was complete, the mixture was stirred at 0-5° C. for 1 h, and N-chlorosuccinimide (0.02 g, 4.64 mmol) was added. After a further 30 minutes, the mixture was washed with 500 mL of 1N sodium hydroxide.

Workup

  1. additionAfter the addition
  2. waitAfter a further 30 minutes
  3. washthe mixture was washed with 500 mL of 1N sodium hydroxide

Sources & evidence

ORD record
ord-27b31b4b40ba4284b126d3bef0f6f258
Source dataset
uspto-grants-2006_02
Patent number
US06995178B2

Reaction notes

Loading…