Thionyl Chloride → 2-(3-Trifluoromethylbenzoyl)nicotinoyl chloride

HRID 275260Notes

Reaction equation

HRID 275260 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[C:6]([C:8]1[N:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10](O)=[O:11])=[O:7].S(Cl)([Cl:24])=O>>[F:1][C:2]([F:21])([F:20])[C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[C:6]([C:8]1[N:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([Cl:24])=[O:11])=[O:7]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 200788952-(3-Trifluoromethylbenzoyl)nicotinic acid

Product 1

HCID 200876762-(3-Trifluoromethylbenzoyl)nicotinoyl chloride

Procedure

A mixture of 2-(3-trifluoromethylbenzoyl)nicotinic acid (1.8 g) and thionyl chloride (10 ml) was heated at reflux for 3.5 hours. Excess reagent was removed by evaporation to yield 2-(3-trifluoromethylbenzoyl)nicotinoyl chloride as a red-brown gum (2 g) which was used in the next step without further purification.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 3.5 hours
  3. customExcess reagent was removed by evaporation

Sources & evidence

ORD record
ord-3881d5926da84b78b87d9ae74e1a462f
Source dataset
uspto-grants-1995_02
Patent number
US05393730

Reaction notes

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