2-Pyrazinecarboxylic acid → Pyrazinecarbonyl chloride

HRID 280242Notes

Reaction equation

HRID 280242 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([OH:9])=O.S(Cl)([Cl:12])=O.C(Cl)Cl>CN(C)C=O>[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([Cl:12])=[O:9]

Participants

5

Reactant 3

HCID 10472-Pyrazinecarboxylic acidHCID 6344DichloromethaneHCID 24386Thionyl Chloride

Product 1

HCID 88279Pyrazinecarbonyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-pyrazine carboxylic acid, 104.3 gm, and 105.9 gm thionyl chloride were added to 800 ml methylene chloride and 5 ml dimethylformamide. The system was heated to reflux, at which point gas evolution took place. The system was stirred at reflux until gas evolution ceased, after about 5 hours, to give the 2-pyrazine carboxylic acid chloride. The solution was cooled to room temperature and transferred to a dropping funnel for use in Step (b) without further isolation.

Workup

  1. temperatureThe system was heated
  2. temperatureto reflux, at which point gas evolution
  3. temperatureat reflux until gas evolution

Sources & evidence

ORD record
ord-b6ea40dcc4054fbc94c7ef48475fced9
Source dataset
uspto-grants-1986_05
Patent number
US04588735

Reaction notes

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