Acetylacetone → 2-Amino-4,6-dimethyl-3-nitropyridine

HRID 1440299Notes

Reaction equation

HRID 1440299 reaction equation
[NH2:1][C:2]([NH2:7])=[CH:3][N+:4]([O-:6])=[O:5].[C:8]([CH2:11][C:12](=O)[CH3:13])(=O)[CH3:9]>>[NH2:1][C:2]1[C:3]([N+:4]([O-:6])=[O:5])=[C:12]([CH3:13])[CH:11]=[C:8]([CH3:9])[N:7]=1

Participants

3

Reactant 2

HCID 31261AcetylacetoneHCID 189193Ethene-1,1-diamine, 2-nitro-

Product 1

HCID 2984722-Amino-4,6-dimethyl-3-nitropyridineYield 52%

Procedure

For the example of the reaction of 1,1-diamino-2-nitroethene with acetylacetone to give 2-amino-3-nitro-4,6-dimethylpyridine, this reaction is described by Troschutz et al., in Arch. Pharm., 325 (1992), 785-789. A yield of 52 percent is described.

Sources & evidence

ORD record
ord-1e8e17ed1dfc4d93980c803f4a57c07d
Source dataset
uspto-grants-1996_03
Patent number
US05498715

Reaction notes

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