HCID 501239, compound → HCID 18756392, compound

HRID 1414354Notes

Reaction equation

HRID 1414354 reaction equation
[CH2:1]([S:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CN(C)C=O.[Ni]>[CH2:1]([S:8][C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][N:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 501239HCID 501239, compound

Product 1

HCID 18756392HCID 18756392, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 6228DimethylformamideSolvent

Procedure

91.4 g of 2-benzylthio-5-nitropyridine is dissolved in 1 liter of dimethylformamide and, after addition of 20 g of Raney nickel, hydrogenated at room temperature and at 20°-30° until the reaction is completed. The Raney nickel is filtered off under nitrogen by suction; the solvent is then evaporated off under vacuo to obtain 2-benzylthio-5-amino-pyridine, which is used direct for the subsequent thiophosgenisation.

Workup

  1. customhydrogenated at room temperature
  2. customat 20°-30°
  3. filtrationThe Raney nickel is filtered off under nitrogen by suction
  4. customthe solvent is then evaporated off under vacuo

Sources & evidence

ORD record
ord-560190ce355242eeb28840b7eedf25de
Source dataset
uspto-grants-1977_01
Patent number
US04001254

Reaction notes

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