2-Pyrazinecarboxylic acid → Pyrazinecarbonyl chloride

HRID 2113503Notes

Reaction equation

HRID 2113503 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([OH:9])=O.C(Cl)(=O)C([Cl:13])=O>ClCCl.CN(C=O)C>[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([Cl:13])=[O:9]

Participants

5

Reactant 2

HCID 10472-Pyrazinecarboxylic acidHCID 65578Oxalyl chloride

Product 1

HCID 88279Pyrazinecarbonyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

A suspension of pyrazine 2-carboxylic acid (2.52 g, 20.3 mmol) in dichloromethane (30 mL) at 0° C. was treated with oxalyl chloride (1.95 mL, 22.3 mmol) followed by the addition of catalytic DMF (1 drop). The reaction mixture was allowed to warm to room temperature overnight, then concentrated in vacuo to give pyrazine 2-carbonyl chloride as a violet-colored solid.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5983bea9bd6241f38ab7fa4c7524a1a8
Source dataset
uspto-grants-2008_10
Patent number
US07432271B2

Reaction notes

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