Toluene → HCID 86668169, compound

HRID 385098Notes

Reaction equation

HRID 385098 reaction equation
[CH3:1][O:2][C:3]1[C:11]([C:12]([F:15])([F:14])[F:13])=[CH:10][C:6]([C:7](O)=[O:8])=[CH:5][C:4]=1[S:16][CH3:17].C1(C)C=CC=CC=1.S(Cl)([Cl:27])=O>CN(C)C=O>[CH3:1][O:2][C:3]1[C:11]([C:12]([F:15])([F:14])[F:13])=[CH:10][C:6]([C:7]([Cl:27])=[O:8])=[CH:5][C:4]=1[S:16][CH3:17]

Participants

5

Reactant 3

HCID 1140TolueneHCID 24386Thionyl ChlorideHCID 68108601HCID 68108601, compound

Product 1

HCID 86668169HCID 86668169, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To 4-methoxy-3-methylsulfanyl-5-trifluoromethylbenzoic acid (277 mg), toluene (7 mL), N,N-dimethylformamide (1 droplet) and thionyl chloride (0.12 mL) were added, and then the mixture was stirred at 60° C. for 16 hours. The solvent was distilled off under reduced pressure and the obtained residue was azeotroped with toluene and used for the synthesis of (f).

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customthe obtained residue was azeotroped with toluene
  3. customused for the synthesis of (f)

Sources & evidence

ORD record
ord-6355b0cf5fc84735a521f00df8883677
Source dataset
uspto-grants-2013_02
Patent number
US08367843B2

Reaction notes

Loading…