4,6-Dichloro-2-methyl-5-nitropyrimidine → 4,6-Dichloro-2-methylpyrimidin-5-amine

HRID 398723

Reaction equation

HRID 398723 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([Cl:11])[N:5]=[C:4]([CH3:12])[N:3]=1>C1(C)C=CC=CC=1.[Ni]>[Cl:1][C:2]1[C:7]([NH2:8])=[C:6]([Cl:11])[N:5]=[C:4]([CH3:12])[N:3]=1

Participants

4

Reactant 1

HCID 831924,6-Dichloro-2-methyl-5-nitropyrimidine

Product 1

HCID 7366744,6-Dichloro-2-methylpyrimidin-5-amine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 1140TolueneSolvent

Procedure

The third intermediate, 4,6-dichloro-2-methyl-5-nitropyrimidine is hydrogenated over Raney-Ni as a 10% to 30% solution in toluene to afford the corresponding compound, 4,6-dichloro-2-methyl-5-aminopyrimidine, as a fourth intermediate.

Sources & evidence

ORD record
ord-b8efa4f6156f4b12be49de0edf7b530d
Source dataset
uspto-grants-1998_10
Patent number
US05816260

Linked notes

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