2-Ethylaniline → 2,2'-Dithiobis[N-(2-ethylphenyl)benzamide]

HRID 3729

Reaction equation

HRID 3729 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].[CH2:21]([C:23]1[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=1[NH2:25])[CH3:22]>ClCCl.N1C=CC=CC=1>[CH2:21]([C:23]1[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=1[NH:25][C:1](=[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]([NH:25][C:24]1[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=1[CH2:21][CH3:22])=[O:13])[CH3:22]

Participants

5

Reactant 2

HCID 113572-EthylanilineHCID 881642,2'-Dithiodibenzoyl chloride

Product 1

HCID 189353252,2'-Dithiobis[N-(2-ethylphenyl)benzamide]Yield 33.6%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

This compound was prepared according to the general method of Example 90 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 2-ethylaniline (1.40 g, 11.6 mmol) in 12 mL of pyridine. The crude product was recrystallized from acetonitrile-DMF to yield 1.0 g of the title compound, mp 255°-256° C.

Workup

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

Sources & evidence

ORD record
ord-7d989fed42294e84a3366f42f847f891
Source dataset
uspto-grants-1998_03
Patent number
US05734081

Linked notes

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