3,4-Dimethylaniline → 2,2'-Dithiobis[N-(3,4-dimethylphenyl)benzamide]

HRID 3717

Reaction equation

HRID 3717 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].[CH3:21][C:22]1[CH:23]=[C:24]([CH:26]=[CH:27][C:28]=1[CH3:29])[NH2:25]>ClCCl.N1C=CC=CC=1>[CH3:21][C:22]1[CH:23]=[C:24]([NH:25][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:25][C:24]2[CH:26]=[CH:27][C:28]([CH3:29])=[C:22]([CH3:21])[CH:23]=2)=[O:13])[CH:26]=[CH:27][C:28]=1[CH3:29]

Participants

5

Reactant 2

HCID 72483,4-DimethylanilineHCID 881642,2'-Dithiodibenzoyl chloride

Product 1

HCID 189353102,2'-Dithiobis[N-(3,4-dimethylphenyl)benzamide]Yield 16.8%

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 (1.12 g, 3.26 mmol) in 25 mL of dichloromethane and 3,4-dimethylaniline (0.79 g, 6.52 mmol) in 8 mL of pyridine. The crude product was triturated with ethyl ether and filtered to yield 0.28 g of the title compound, mp 224°-227° C.

Workup

  1. customThis compound was prepared
  2. customThe crude product was triturated with ethyl ether
  3. filtrationfiltered

Sources & evidence

ORD record
ord-9c9e1e702e704b5496cf56b75362d6ea
Source dataset
uspto-grants-1998_03
Patent number
US05734081

Linked notes

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