Acetyl chloride → N-(5,6-dichloro-3-nitropyrazin-2-yl)acetamide

HRID 1903067Notes

Reaction equation

HRID 1903067 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([N+:10]([O-:12])=[O:11])[C:5]([NH2:9])=[N:6][C:7]=1[Cl:8].[Na].[C:14](Cl)(=[O:16])[CH3:15]>>[Cl:1][C:2]1[N:3]=[C:4]([N+:10]([O-:12])=[O:11])[C:5]([NH:9][C:14](=[O:16])[CH3:15])=[N:6][C:7]=1[Cl:8]

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 5360545SodiumHCID 130629765,6-Dichloro-3-nitropyrazin-2-amine

Product 1

HCID 13062977N-(5,6-dichloro-3-nitropyrazin-2-yl)acetamide

Procedure

To 1.0 g of 5,6-dichloro-3-nitropyrazinamine in 15 ml acetyl chloride under nitrogen atmosphere at room temperature is added 0.84 g anhydrous sodium bicarabonate. The reaction mixture is then stirred and heated at reflux for 4 days. Excess acetyl chloride is then removed in vacuo and the residue is chromatographed on silica gel. The desired product is eluted from the column with chloroform.

Workup

  1. temperatureheated
  2. temperatureat reflux for 4 days
  3. customExcess acetyl chloride is then removed in vacuo
  4. customthe residue is chromatographed on silica gel
  5. washThe desired product is eluted from the column with chloroform

Sources & evidence

ORD record
ord-97c76c200543419c9e4322fb397ac335
Source dataset
uspto-grants-1984_03
Patent number
US04435400

Reaction notes

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