2-Amino-2',5-dichlorobenzophenone → N-(4-Chloro-2-(2-chlorobenzoyl)phenyl)-3,4-dimethoxybenzenesulfonamide

HRID 1608855Notes

Reaction equation

HRID 1608855 reaction equation
[NH2:1][C:2]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[Cl:12])=[O:5].[CH3:18][O:19][C:20]1[CH:21]=[C:22]([S:28](Cl)(=[O:30])=[O:29])[CH:23]=[CH:24][C:25]=1[O:26][CH3:27]>N1C=CC=CC=1>[Cl:12][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[C:4](=[O:5])[C:3]1[CH:13]=[C:14]([Cl:17])[CH:15]=[CH:16][C:2]=1[NH:1][S:28]([C:22]1[CH:23]=[CH:24][C:25]([O:26][CH3:27])=[C:20]([O:19][CH3:18])[CH:21]=1)(=[O:30])=[O:29]

Participants

4

Reactant 2

HCID 180692-Amino-2',5-dichlorobenzophenoneHCID 27341833,4-Dimethoxybenzenesulfonyl chloride

Product 1

HCID 985426N-(4-Chloro-2-(2-chlorobenzoyl)phenyl)-3,4-dimethoxybenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5.6 g of 2-amino-2',5-dichlorobenzophenone and 5 g of 3,4-dimethoxyphenylsulfonyl chloride are heated in pyridine at 100° C. overnight. The pyridine is evaporated to dryness, water is added and extraction is carried out with ethyl acetate containing a small amount of DCM. After washing more than once with water and drying over sodium sulfate, the extract is evaporated under vacuum and 7.7 g of the expected product are recrystallized in a DCM/AcOEt mixture.

Workup

  1. customThe pyridine is evaporated to dryness, water
  2. additionis added
  3. extractionextraction
  4. washAfter washing more than once with water
  5. dry with materialdrying over sodium sulfate
  6. customthe extract is evaporated under vacuum and 7.7 g of the expected product
  7. customare recrystallized in a DCM/AcOEt mixture

Sources & evidence

ORD record
ord-96e23a7915674a258f59ab2624504bf2
Source dataset
uspto-grants-1995_03
Patent number
US05397801

Reaction notes

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