2-Methylamino-3-nitro-6-phenylthiopyridine → 3-Amino-2-methylamino-6-phenylthiopyridine

HRID 55530Notes

Reaction equation

HRID 55530 reaction equation
[CH3:1][NH:2][C:3]1[C:8]([N+:9]([O-])=O)=[CH:7][CH:6]=[C:5]([S:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:4]=1>CO.[Pd]>[NH2:9][C:8]1[C:3]([NH:2][CH3:1])=[N:4][C:5]([S:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 107301262-Methylamino-3-nitro-6-phenylthiopyridine

Product 1

HCID 105137093-Amino-2-methylamino-6-phenylthiopyridineYield 83.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A procedure similar to that described in Example 6, was repeated, except that 5.40 g of 2-methylamino-3-nitro-6-phenylthiopyridine (prepared as described in Preparation 88) were hydrogenated in 80 ml of methanol in the presence of 1.10 g of 10 % w/w palladium-on-charcoal. After working up the product as described in Example 6, 4.00 g of the title compound having Rf=0.69 (on silica gel thin layer chromatography using ethyl acetate as the developing solvent) were obtained.

Sources & evidence

ORD record
ord-1caea5ba304c4b9fb7e51805218be3f7
Source dataset
uspto-grants-1997_04
Patent number
US05624935

Reaction notes

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