4-(4-Nitrophenylmethyl)-thiomorpholine-1-oxide → 4-(4-Aminophenylmethyl)-thiomorpholine-1-oxide

HRID 24918Notes

Reaction equation

HRID 24918 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][N:11]2[CH2:16][CH2:15][S:14](=[O:17])[CH2:13][CH2:12]2)=[CH:6][CH:5]=1)([O-])=O>[Ni].ClCCl.CO>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][N:11]2[CH2:16][CH2:15][S:14](=[O:17])[CH2:13][CH2:12]2)=[CH:6][CH:5]=1

Participants

5

Reactant 1

HCID 225694274-(4-Nitrophenylmethyl)-thiomorpholine-1-oxide

Product 1

HCID 225694714-(4-Aminophenylmethyl)-thiomorpholine-1-oxide

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

1.2 g of Raney nickel are added to a solution of 3.9 g (15 mmol) of 4-(4-nitrophenylmethyl)-thiomorpholine-1-oxide in 10 ml of dichloromethane and 40 ml of methanol. The mixture is hydrogenated under a hydrogen atmosphere. The product is obtained by chromatography on silica gel (dichloromethane/methanol=9:1).

Workup

  1. customThe product is obtained by chromatography on silica gel (dichloromethane/methanol=9:1)

Sources & evidence

ORD record
ord-5100a5120f0944329eaaa65ceb44c7b3
Source dataset
uspto-grants-2005_02
Patent number
US06855710B2

Reaction notes

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