N-Methyl-3-nitro-2-pyridinamine → 2-N-methylpyridine-2,3-diamine

HRID 1601874Notes

Reaction equation

HRID 1601874 reaction equation
[CH3:1][NH:2][C:3]1[C:8]([N+:9]([O-])=O)=[CH:7][CH:6]=[CH:5][N:4]=1>O1CCOCC1.[Pd]>[NH2:9][C:8]1[C:3]([NH:2][CH3:1])=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 556349N-Methyl-3-nitro-2-pyridinamine

Product 1

HCID 123436692-N-methylpyridine-2,3-diamineYield 96.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

A procedure similar to that described in Example 6 was repeated, except that 5.00 g of 2-methylamino-3-nitropyridine (prepared as described in Preparation 104) were hydrogenated in 80 ml of 1,4-dioxane in the presence of 1.00 g of 10% w/w palladium-on-charcoal. After working up the product as described in Example 6, 3.87 g of the title compound, melting at 90-92° C. were obtained.

Sources & evidence

ORD record
ord-8fdf1decff404a46a62eae3d264ac063
Source dataset
uspto-grants-1999_11
Patent number
US05977365

Reaction notes

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