Thionyl Chloride → 4-(Pyrid-4-yl)butyroyl chloride hydrochloride

HRID 1577847Notes

Reaction equation

HRID 1577847 reaction equation
[ClH:1].[N:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([OH:13])=O)=[CH:4][CH:3]=1.S(Cl)([Cl:16])=O>ClC(Cl)C.CN(C)C=O>[ClH:16].[N:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([Cl:1])=[O:13])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 467359454-Pyridin-4-YL-butyric acid hydrochloride

Product 1

HCID 205699404-(Pyrid-4-yl)butyroyl chloride hydrochloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 63651,1-DichloroethaneSolvent

Procedure

4-(Pyrid-4-yl)butyric acid hydrochloride (ca. 35 g) in dichloroethane (250 ml) and dimethylformamide (0.5 ml) was treated with thionyl chloride (100 ml). The vigorous exothermic reaction was allowed to subside and then the mixture was heated under reflux for 10 minutes, followed by evaporation to dryness in vacuo to give crude 4-(pyrid-4-yl)butyroyl chloride hydrochloride.

Workup

  1. customThe vigorous exothermic reaction
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 10 minutes
  4. customfollowed by evaporation to dryness in vacuo

Sources & evidence

ORD record
ord-a207383eb217417cae2155479e9acfab
Source dataset
uspto-grants-1981_09
Patent number
US04289772

Reaction notes

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