Thionyl Chloride → 6-Chloropyrazine-2-carbonyl chloride

HRID 1896206Notes

Reaction equation

HRID 1896206 reaction equation
[Cl:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([C:8]([OH:10])=O)[N:3]=1.S(Cl)([Cl:13])=O>C(#N)C>[Cl:1][C:2]1[N:3]=[C:4]([C:8]([Cl:13])=[O:10])[CH:5]=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 145008756-Chloropyrazine-2-carboxylic acid

Product 1

HCID 151496716-Chloropyrazine-2-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-chloro-6-carboxy-pyrazine (1000 mg, 6.3 mmol) in ACN (20 mL) was treated with thionyl chloride (800 uL). The resulting mixture, which became homogeneous upon heating, was refluxed for 2 h. The solvent was removed under reduced pressure which gave an oil. The crude product was used in the next step.

Workup

  1. temperatureupon heating
  2. temperaturewas refluxed for 2 h
  3. customThe solvent was removed under reduced pressure which
  4. customgave an oil

Sources & evidence

ORD record
ord-7d24d020f37a424d9684cf4640cd7d0e
Source dataset
uspto-grants-2013_08
Patent number
US08518952B2

Reaction notes

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