Thionyl Chloride → 6-Amino-5-chloropyridine-3-carbonyl chloride

HRID 330356Notes

Reaction equation

HRID 330356 reaction equation
[Cl:1][C:2]1[C:3]([NH2:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7](O)=[O:8].S(Cl)([Cl:14])=O>>[Cl:1][C:2]1[C:3]([NH2:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([Cl:14])=[O:8]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 143713816-Amino-5-chloropyridine-3-carboxylic acid

Product 1

HCID 143713826-Amino-5-chloropyridine-3-carbonyl chloride

Procedure

6.3 g (36 mmol) of 5-chloro-6-amino-nicotinic acid are heated under reflux in 60 ml of thionyl chloride for 4 hours. After the volatile constituents have been distilled off, 50 ml of toluene are added to the residue and the mixture is evaporated. 6.9 g of 5-chloro-6-amino-nicotinoyl chloride are obtained as crystals of melting point: >250° C.

Workup

  1. distillationAfter the volatile constituents have been distilled off
  2. addition50 ml of toluene are added to the residue
  3. customthe mixture is evaporated

Sources & evidence

ORD record
ord-82e7eb9ad1fb4dabbb2911177c220209
Source dataset
uspto-grants-1990_01
Patent number
US04895950

Reaction notes

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