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

HRID 1901804Notes

Reaction equation

HRID 1901804 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 overnight at 100° C. The pyridine is evaporated off to dryness, water and ethyl acetate containing a small amount of DCM are added and the mixture is extracted. After washing several times with water and drying over sodium sulfate, the extract is evaporated under vacuum and 7.7 g of the expected product are recrystallized from a DCM/AcOEt mixture.

Workup

  1. customThe pyridine is evaporated off to dryness, water and ethyl acetate containing a small amount of DCM
  2. additionare added
  3. extractionthe mixture is extracted
  4. washAfter washing several times 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 from a DCM/AcOEt mixture

Sources & evidence

ORD record
ord-72bd5ecca01b4dc395ffb8aa95e2ac70
Source dataset
uspto-grants-1996_11
Patent number
US05578633

Reaction notes

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