2-Methoxyaniline → HCID 15165547, compound

HRID 3721Notes

Reaction equation

HRID 3721 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][O:22][C:23]1[C:24]([NH2:29])=[CH:25][CH:26]=[CH:27][CH:28]=1>ClCCl.N1C=CC=CC=1>[CH3:21][O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[NH:29][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:29][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[O:22][CH3:21])=[O:13]

Participants

5

Reactant 2

HCID 70002-MethoxyanilineHCID 881642,2'-Dithiodibenzoyl chloride

Product 1

HCID 15165547HCID 15165547, compoundYield 21.3%

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 (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and o-anisidine (1.42 g, 11.5 mmol) in 10 mL of pyridine. The crude product was recrystallized from ethanol-ethyl acetate, then again from acetonitrile-DMF to yield 0.634 g of the title compound, mp 154°-155° C.

Workup

  1. customThis compound was prepared
  2. customThe crude product was recrystallized from ethanol-ethyl acetate

Sources & evidence

ORD record
ord-a6450132c7d642aaab511c2f2ec3bcb7
Source dataset
uspto-grants-1998_03
Patent number
US05734081

Reaction notes

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