Bromoform → 2-Bromo-5,6-dichloro-3-nitropyrazine

Reaction equation

C(ON=O)CC(C)C.[Cl:9][C:10]1[N:11]=[C:12]([N+:18]([O-:20])=[O:19])[C:13](N)=[N:14][C:15]=1[Cl:16].C(Br)(Br)[Br:22]>>[Br:22][C:13]1[C:12]([N+:18]([O-:20])=[O:19])=[N:11][C:10]([Cl:9])=[C:15]([Cl:16])[N:14]=1

Participants

Reactant 3

HCID 5558Bromoform

HCID 8053Isoamyl Nitrite

HCID 130629765,6-Dichloro-3-nitropyrazin-2-amine

Product 1

HCID 130629802-Bromo-5,6-dichloro-3-nitropyrazine

Procedure

To 4.8 g isoamylnitrite in 150 ml bromoform heated to 95°-100° is added portionwise 5.0 g 5,6-dichloro-3-nitro-pyrazinamine. The reaction mixture is heated at reflux for 18 hours. After cooling, the bromoform is removed in vacuo to give an oil which is chromatographed on silica gel. The initial component to elute is 5,6-dichloro-2-bromonitropyrazine, which is obtained (2.6 g) as a viscous oil.