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4-(Trifluoromethyl)aniline → 2,2'-Dithiobis[N-[4-(trifluoromethyl)phenyl]benzamide]

HRID 3723
Notes
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Reaction equation

HRID 3723 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].[NH2:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=1>ClCCl.N1C=CC=CC=1>[F:31][C:28]([F:29])([F:30])[C:25]1[CH:26]=[CH:27][C:22]([NH:21][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:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:29])([F:30])[F:31])=[CH:24][CH:23]=2)=[O:13])=[CH:23][CH:24]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 99644-(Trifluoromethyl)anilineHCID 881642,2'-Dithiodibenzoyl chloride

Product 1

HCID 189352952,2'-Dithiobis[N-[4-(trifluoromethyl)phenyl]benzamide]Yield 24.3%

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 (1.12 g, 3.26 mmol) in 25 mL of dichloromethane and 4-aminobenzotrifluoride (1.05 g, 6.53 mmol) in 8 mL of pyridine. The crude product was recrystallized from water-DMF to yield 0.47 g of the title compound, mp 272°-275° C.

Workup

  1. customThis compound was prepared
  2. customThe crude product was recrystallized from water-DMF

Sources & evidence

ORD record
ord-0f7687fce75f4342a1006eb952201a30
Source dataset
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05734081

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes