N-[1-(2-Chlorophenyl)-2-nitroethyl]methanesulphonamide → N-[2-Amino-1-(2-chlorophenyl)ethyl]methanesulphonamide

HRID 709136Notes

Reaction equation

HRID 709136 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([NH:13][S:14]([CH3:17])(=[O:16])=[O:15])[CH2:9][N+:10]([O-])=O>CO.[Ni]>[NH2:10][CH2:9][CH:8]([NH:13][S:14]([CH3:17])(=[O:16])=[O:15])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[Cl:1]

Participants

4

Reactant 1

HCID 68032403N-[1-(2-Chlorophenyl)-2-nitroethyl]methanesulphonamide

Product 1

HCID 66635348N-[2-Amino-1-(2-chlorophenyl)ethyl]methanesulphonamide

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A solution of 221 mg (0.79 mmol) of the compound of Example 26A in 45 ml of methanol was hydrogenated in a continuous-flow hydrogenation apparatus fitted with a Raney-nickel cartridge (H-Cube from Thales Nano, Budapest, Model HC-2-SS) at a flow rate of 1 ml/min, a temperature of 45° C. and at standard pressure. After the reaction had ended, the solution was freed from the methanol on a rotary evaporator and the residue was dried briefly under high vacuum. This gave 186 mg (94% of theory) of the title compound.

Workup

  1. customa temperature of 45° C.
  2. customthe solution was freed from the methanol on a rotary evaporator
  3. customthe residue was dried briefly under high vacuum

Sources & evidence

ORD record
ord-98b817d44488488db1019ede88cbcc20
Source dataset
uspto-grants-2015_11
Patent number
US09180120B2

Reaction notes

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