4-Methoxybenzenethiol → 1-(4-Methoxy-phenylsulfanyl)-4-methyl-2-nitro-benzene

HRID 607226Notes

Reaction equation

HRID 607226 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5](OS(C(F)(F)F)(=O)=O)=[C:4]([N+:16]([O-:18])=[O:17])[CH:3]=1.[CH3:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([SH:27])=[CH:23][CH:22]=1>>[CH3:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([S:27][C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][C:4]=2[N+:16]([O-:18])=[O:17])=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 127654-MethoxybenzenethiolHCID 713468894-Methyl-2-nitrophenyl trifluoromethanesulfonate

Product 1

HCID 602047921-(4-Methoxy-phenylsulfanyl)-4-methyl-2-nitro-benzene

Procedure

The product from Example 6a (5.0 g, 175 mmol) was reacted with 4-methoxy-benzenethiol (2.45 g, 175 mmol) for 18 h following the procedure from Example 6b giving 1-(4-methoxy-phenylsulfanyl)-4-methyl-2-nitro-benzen, which was reduced with SnCl2 following the procedure from Example 5I giving 2-(4-Methoxy-phenylsulfanyl)-5-methyl-phenylamine.

Sources & evidence

ORD record
ord-d800b32fd35f42bd9c62684e051e6eea
Source dataset
uspto-grants-2011_03
Patent number
US07915411B2

Reaction notes

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