Thionyl Chloride → 3-(3-Pyridyl)acryloyl chloride hydrochloride

HRID 2395531Notes

Reaction equation

HRID 2395531 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[CH:8][C:9]([OH:11])=O)[CH:2]=1.S(Cl)([Cl:14])=O>C1C=CC=CC=1>[ClH:14].[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[CH:8][C:9]([Cl:14])=[O:11])[CH:2]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 1019843-(3-Pyridinyl)-2-propenoic acid

Product 1

HCID 713600273-(3-Pyridyl)acryloyl chloride hydrochloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

67 ml of benzene was added to 10 grams of 3-(3-pyridyl)-acrylic acid. 8.1 ml of thionyl chloride was added dropwise slowly thereto at ambient temperature. The temperature was elevated to 70° C. and the heating was continued until foaming ceased. Benzene and thionyl chloride were distilled off and the residue was dried thoroughly under reduced pressure.

Workup

  1. customat ambient temperature
  2. customwas elevated to 70° C.
  3. distillationBenzene and thionyl chloride were distilled off
  4. customthe residue was dried thoroughly under reduced pressure

Sources & evidence

ORD record
ord-f498625d483441d78b8548acfef5a594
Source dataset
uspto-grants-1996_02
Patent number
US05489387

Reaction notes

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