Water → HCID 21993394, compound

HRID 1977573Notes

Reaction equation

HRID 1977573 reaction equation
[S:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:21])[C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])=[CH:7][CH:6]=1)(=[O:4])(=[O:3])[NH2:2].C(N(CC)CC)C.[C:29](Cl)(=[O:38])[C:30]1[C:31]([O:36][CH3:37])=[CH:32][CH:33]=[CH:34][CH:35]=1.O>CN(C)C1C=CN=CC=1.C(#N)C>[CH3:37][O:36][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=1[C:29]([NH:2][S:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:21])[C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])=[CH:7][CH:6]=1)(=[O:3])=[O:4])=[O:38]

Participants

7

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 889692-Methoxybenzoyl chlorideHCID 751448HCID 751448, compound

Product 1

HCID 21993394HCID 21993394, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6342AcetonitrileSolvent2×

Procedure

5 g (15 mmol) of N-(4-sulfamoylphenyl)-2,4-dichlorobenzamide are introduced into 80 ml of acetonitrile at 0° C., and 2.93 g (30 mmol) of triethylamine and a catalytic amount of DMAP (4-dimethylaminopyridine) are added. 2.47 g (15 mmol) of o-anisoyl chloride—dissolved in 20 ml of acetonitrile—are subsequently added dropwise. After a further 2 hours at room temperature, the mixture is transferred into water and the precipitate is filtered off with suction; Yield: 4.2 g (60%); M.p.: 140-146° C.

Workup

  1. additionare subsequently added dropwise
  2. filtrationthe precipitate is filtered off with suction

Sources & evidence

ORD record
ord-0cbd9901990f440186816efdaa2d2626
Source dataset
uspto-grants-2001_05
Patent number
US06235680B1

Reaction notes

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