Benzyl mercaptan → 2-Benzylthio-3,5-dinitrobenzotrifluoride

HRID 1769965Notes

Reaction equation

HRID 1769965 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([N+:11]([O-:13])=[O:12])=[CH:4][C:3]=1[C:14]([F:17])([F:16])[F:15].C(=O)([O-])[O-].[K+].[K+].[CH2:24]([SH:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>CN(C)C=O>[CH2:24]([S:31][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([N+:11]([O-:13])=[O:12])=[CH:4][C:3]=1[C:14]([F:17])([F:16])[F:15])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 7509Benzyl mercaptanHCID 11430Potassium CarbonateHCID 67851Benzene, 2-chloro-1,5-dinitro-3-(trifluoromethyl)-

Product 1

HCID 135816002-Benzylthio-3,5-dinitrobenzotrifluoride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
0 °C

Procedure

67.6 g of 2-chloro-3,5-dinitrobenzotrifluoride are dissolved in 150 ml of N,N-dimethylformamide (DMF) and the mixture is treated with 35.9 g of solid potassium carbonate, treated dropwise with 31 g of benzylmercaptan in 200 ml of DMF with stirring at 0° C., and subsequently stirred for a further 16 hours at room temperature, while cooling.

Workup

  1. stirringsubsequently stirred for a further 16 hours at room temperature
  2. temperaturewhile cooling

Sources & evidence

ORD record
ord-110cc9e47bc0458aa870ebcaabb10dfe
Source dataset
uspto-grants-1995_01
Patent number
US05384321

Reaction notes

Loading…