Thionyl Chloride → 2-Methyl-2-(4-pyridinylthio)propanoyl chloride

HRID 1607532Notes

Reaction equation

HRID 1607532 reaction equation
[CH3:1][C:2]([S:7][C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)([CH3:6])[C:3](O)=[O:4].S(Cl)([Cl:16])=O>>[CH3:1][C:2]([S:7][C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)([CH3:6])[C:3]([Cl:16])=[O:4]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 13519112HCID 13519112, compound

Product 1

HCID 145999382-Methyl-2-(4-pyridinylthio)propanoyl chloride

Procedure

9.7 g of the product from step (b) was refluxed for 2 1/2 hours in 225 ml thionyl chloride. The mixture was concentrated in vacuo. The residue was triturated and concentrated in vacuo two times with toluene to yield a white solid which showed the expected carbonyl shift in the IR, indicative of an acid chloride.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customThe residue was triturated
  3. concentrationconcentrated in vacuo two times with toluene
  4. customto yield a white solid which

Sources & evidence

ORD record
ord-5985fda140f3428596db54047ef9ad24
Source dataset
uspto-grants-1989_09
Patent number
US04866068

Reaction notes

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