Pyrazinamide → 2-Pyrazinecarboxylic acid

HRID 635533

Reaction equation

HRID 635533 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7](N)=[O:8].CN(C)C=[O:13]>S(Cl)(Cl)=O>[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([OH:8])=[O:13]

Participants

4

Reactant 2

HCID 1046PyrazinamideHCID 6228Dimethylformamide

Product 1

HCID 10472-Pyrazinecarboxylic acidYield 111.6%

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

Thionyl chloride (10 mL) is added to a 25 mL round bottom flask in an ice bath. To the flask is added 800 mg (6.5 mmole) of 2-Pyrazinecarboxylic acid 74, and the mixture stirred for 5 minutes. Dimethyl formamide (1.02 g mg, 14 mmole) is added in a single portion, and the orange/red solution stirred for 90 minutes. The solvents are removed under reduced pressure to give 80 (0.900 g).

Workup

  1. stirringthe orange/red solution stirred for 90 minutes
  2. customThe solvents are removed under reduced pressure

Sources & evidence

ORD record
ord-ebc97d578ea74eb19d74918e05610308
Source dataset
uspto-grants-2001_02
Patent number
US06187928B1

Linked notes

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