Toluene → HCID 86668184, compound

HRID 385155Notes

Reaction equation

HRID 385155 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([O:13][C:14]([F:17])([F:16])[F:15])[C:10]=1[O:11][CH3:12])[C:5](O)=[O:6].C1(C)C=CC=CC=1.S(Cl)([Cl:27])=O>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([O:13][C:14]([F:17])([F:16])[F:15])[C:10]=1[O:11][CH3:12])[C:5]([Cl:27])=[O:6]

Participants

5

Reactant 3

HCID 1140TolueneHCID 24386Thionyl ChlorideHCID 68108300HCID 68108300, compound

Product 1

HCID 86668184HCID 86668184, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To 3-chloro-4-methoxy-5-trifluoromethoxybenzoic acid (401 mg), toluene (4 mL), N,N-dimethylformamide (1 droplet) and thionyl chloride (0.13 mL) were added, and then the mixture was stirred at 60° C. for 13 hours. The solvent was distilled off under reduced pressure and then azeotroped with toluene to obtain the title compound (436 mg) as a brown oily substance.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customazeotroped with toluene

Sources & evidence

ORD record
ord-3112c2b82bb34847ab8bfc5867b45c45
Source dataset
uspto-grants-2013_02
Patent number
US08367843B2

Reaction notes

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