2-Pyrazinecarboxylic acid → Pyrazinecarbonyl chloride

HRID 263400Notes

Reaction equation

HRID 263400 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>C1C=CC=CC=1>[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([Cl:12])=[O:9]

Participants

4

Reactant 2

HCID 10472-Pyrazinecarboxylic acidHCID 24386Thionyl Chloride2×

Product 1

HCID 88279Pyrazinecarbonyl chlorideYield 74%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

Pyrazinecarboxylic acid (3.7 g, 30 mmol), benzene (25 mL) and thionyl chloride (15 mL) were added into a 100 mL round bottom flask. The reaction mixture was heated under reflux for two hours after which time benzene and excess thionyl chloride were removed by distillation. The dark red crude pyrazinoyl chloride was purified by sublimation under vacuum at a bath temperature of 50°-60° C. to give colorless crystals that weighed 3.2 g (74% yield).

Workup

  1. temperatureThe reaction mixture was heated
  2. customwere removed by distillation
  3. customThe dark red crude pyrazinoyl chloride was purified by sublimation under vacuum at a bath temperature of 50°-60° C.
  4. customto give colorless crystals that

Sources & evidence

ORD record
ord-ea773ba5f02745aaa7520a5493a6913d
Source dataset
uspto-grants-1997_07
Patent number
US05643912

Reaction notes

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