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

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].C(=O)(O)[O-].[Na+].[C:18](Cl)(=[O:20])[CH3:19]>>[Cl:1][C:2]1[N:3]=[C:4]([N+:10]([O-:12])=[O:11])[C:5]([NH:9][C:18](=[O:20])[CH3:19])=[N:6][C:7]=1[Cl:8]

Participants

Reactant 3

HCID 6367Acetyl chloride

HCID 516892Sodium Bicarbonate

HCID 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 bicarbonate. 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.