Thionyl Chloride → 2',4'-Dichloro-biphenyl-4-carbonyl chloride

HRID 227889Notes

Reaction equation

HRID 227889 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([C:15]([OH:17])=O)=[CH:11][CH:10]=1.S(Cl)([Cl:20])=O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([C:15]([Cl:20])=[O:17])=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 107542792',4'-Dichloro-biphenyl-4-carboxylic acid

Product 1

HCID 577572502',4'-Dichloro-biphenyl-4-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2′,4′-Dichloro-biphenyl-4-carboxylic acid (2 g) was suspended in toluene (30 mL) and thionyl chloride (5 mL) added. The mixture was heated to reflux for 4 hours and then evaporated to dryness and the procedure repeated. Evaporation gave the title compound as a white solid.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 4 hours
  3. customevaporated to dryness
  4. customEvaporation

Sources & evidence

ORD record
ord-e8293bd9c52e4ff0998120728b27fb20
Source dataset
uspto-grants-2009_07
Patent number
US07560597B2

Reaction notes

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