4-Iodoaniline → 2,2'-dithiobis[N-(4-iodophenyl)benzamide]

HRID 3728

Reaction equation

HRID 3728 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].[I:21][C:22]1[CH:28]=[CH:27][C:25]([NH2:26])=[CH:24][CH:23]=1>ClCCl.N1C=CC=CC=1>[I:21][C:22]1[CH:28]=[CH:27][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]=[CH:28][C:22]([I:21])=[CH:23][CH:24]=2)=[O:13])=[CH:24][CH:23]=1

Participants

5

Reactant 2

HCID 108934-IodoanilineHCID 881642,2'-Dithiodibenzoyl chloride

Product 1

HCID 189352922,2'-dithiobis[N-(4-iodophenyl)benzamide]Yield 36%

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-iodoaniline (2.54 g, 11.6 mmol) in 20 mL of pyridine. The crude product was recrystallized from water-DMF to yield 1.48 g of the title compound, mp 268°-271° C. (dec.).

Workup

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

Sources & evidence

ORD record
ord-7c194310fbba4e8fa2c9c67981d2dbf3
Source dataset
uspto-grants-1998_03
Patent number
US05734081

Linked notes

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