Lumazine → 3-Amino-5,6-dichloropyrazine-2-carbaldehyde

HRID 1633237Notes

Reaction equation

HRID 1633237 reaction equation
[NH2:1][C:2]1[C:7]([C:8](OC)=[O:9])=[N:6][C:5]([Cl:12])=[C:4]([Cl:13])[N:3]=1.NC1C(C(OC)=O)=NC=CN=1.C1N=C2C(NC(NC2=NC=1)=O)=O>>[NH2:1][C:2]1[C:7]([CH:8]=[O:9])=[N:6][C:5]([Cl:12])=[C:4]([Cl:13])[N:3]=1

Participants

4

Reactant 3

HCID 10250LumazineHCID 72669Methyl 3-aminopyrazinecarboxylateHCID 73828Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate2×

Product 1

HCID 133678713-Amino-5,6-dichloropyrazine-2-carbaldehyde

Procedure

The 2-amino-5,6-dichloro-3-(methoxycarbonyl)pyrazine (also named methyl 3-amino-5,6-dichloropyrazinecarboxylate) may be prepared by a method described in J. Med. Chem. 10, 66 (1967), from 2-amino-3-carbomethoxypyrazine, reported in J. Am. Chem. Soc. 67, 1711 (1945), which in turn is prepared from lumazine whose preparation from readily available materials is reported in J. Am. Chem. Soc. 67, 802 (1945).

Sources & evidence

ORD record
ord-177d836925c84387a85e5eded9c21c13
Source dataset
uspto-grants-1984_10
Patent number
US04479953

Reaction notes

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