2,2'-Dithiodibenzoyl chloride → 2,2'-Dithiobis[N-[4-nitro-3-(trifluoromethyl)phenyl]benzamide]

HRID 3712

Reaction equation

HRID 3712 reaction equation
[C:1](Cl)(=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][S:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12](Cl)=[O:13].[N+:21]([C:24]1[CH:30]=[CH:29][C:27]([NH2:28])=[CH:26][C:25]=1[C:31]([F:34])([F:33])[F:32])([O-:23])=[O:22]>ClCCl.N1C=CC=CC=1>[N+:21]([C:24]1[CH:30]=[CH:29][C:27]([NH:28][C:1](=[O:19])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[S:8][S:9][C:10]2[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=2[C:12]([NH:28][C:27]2[CH:29]=[CH:30][C:24]([N+:21]([O-:23])=[O:22])=[C:25]([C:31]([F:32])([F:33])[F:34])[CH:26]=2)=[O:13])=[CH:26][C:25]=1[C:31]([F:32])([F:33])[F:34])([O-:23])=[O:22]

Participants

5

Reactant 2

HCID 881642,2'-Dithiodibenzoyl chlorideHCID 949554-Nitro-3-(trifluoromethyl)aniline

Product 1

HCID 189353212,2'-Dithiobis[N-[4-nitro-3-(trifluoromethyl)phenyl]benzamide]Yield 6.3%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 4-nitro-3-(trifluoromethyl)aniline (2.39 g, 11.6 mmol) in 19 mL of pyridine. The crude product was recrystallized from ethyl ether to yield 0.25 g of the title compound, mp 167°-169° C.

Workup

  1. customThis compound was prepared
  2. customThe crude product was recrystallized from ethyl ether

Sources & evidence

ORD record
ord-13c2d40238f04e09ad2c43fc65c95f17
Source dataset
uspto-grants-1998_03
Patent number
US05734081

Linked notes

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