Benzenamine, 3,5-bis(trifluoromethyl)- → N-[3,5-bis(trifluoromethyl)phenyl]-2-[[2-[[3,5-bis(trifluoromethyl)phenyl]carbamoyl]phenyl]disulfanyl]benzamide

HRID 3714

Reaction equation

HRID 3714 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].[F:21][C:22]([F:35])([F:34])[C:23]1[CH:24]=[C:25]([CH:27]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:29]=1)[NH2:26]>ClCCl.N1C=CC=CC=1>[F:21][C:22]([F:34])([F:35])[C:23]1[CH:24]=[C:25]([NH:26][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:26][C:25]2[CH:27]=[C:28]([C:30]([F:31])([F:32])[F:33])[CH:29]=[C:23]([C:22]([F:21])([F:34])[F:35])[CH:24]=2)=[O:13])[CH:27]=[C:28]([C:30]([F:31])([F:32])[F:33])[CH:29]=1

Participants

5

Reactant 2

HCID 9480Benzenamine, 3,5-bis(trifluoromethyl)-HCID 881642,2'-Dithiodibenzoyl chloride

Product 1

HCID 465352N-[3,5-bis(trifluoromethyl)phenyl]-2-[[2-[[3,5-bis(trifluoromethyl)phenyl]carbamoyl]phenyl]disulfanyl]benzamideYield 8%

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 3,5-bis(trifluoromethyl)aniline (2.66 g, 11.6 mmol) in 21 mL of pyridine. The crude product was recrystallized from ethyl acetate-hexanes (1:9) to yield 0.34 g of the title compound, mp 213°-214° C.

Workup

  1. customThis compound was prepared
  2. customThe crude product was recrystallized from ethyl acetate-hexanes (1:9)

Sources & evidence

ORD record
ord-4d69713b0abd4540ba7707592879c8e1
Source dataset
uspto-grants-1998_03
Patent number
US05734081

Linked notes

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