4'-Mercaptoacetanilide → N-[4-(4-Methyl-2-nitro-phenylsulfanyl)-phenyl]-acetamide

HRID 607149Notes

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.[SH:19][C:20]1[CH:25]=[CH:24][C:23]([NH:26][C:27](=[O:29])[CH3:28])=[CH:22][CH:21]=1>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:19][C:20]2[CH:21]=[CH:22][C:23]([NH:26][C:27](=[O:29])[CH3:28])=[CH:24][CH:25]=2)=[C:4]([N+:16]([O-:18])=[O:17])[CH:3]=1

Participants

Reactant 2

HCID 707774'-Mercaptoacetanilide

HCID 713468894-Methyl-2-nitrophenyl trifluoromethanesulfonate

Product 1

HCID 66808408N-[4-(4-Methyl-2-nitro-phenylsulfanyl)-phenyl]-acetamideYield 98%

Procedure

The product from Example 6a (1 g, 3.51 mmol) was reacted with N-(4-mercapto-phenyl)-acetamide (0.65 g, 351 mmol) for 18 h following the procedure from Example 6b giving the title compound (1.04 g, 98%).

Sources & evidence

ORD record: ord-39e32e6d448745d7a8e72c2e6f042e01
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07915411B2

Reaction notes

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