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

HRID 1648849Notes

Reaction equation

HRID 1648849 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

4

Reactant 3

HCID 6367Acetyl chlorideHCID 516892Sodium BicarbonateHCID 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.

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-d6a57bb30bf646fd85f8e6fb45d7d8f0
Source dataset
uspto-grants-1983_11
Patent number
US04414215

Reaction notes

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