4-(3,3-Diethyl-ureido)-benzenesulfonyl chloride → 3-Amino-4,5-dichloro-1-[4-(N',N'-diethylureido)-benzenesulfonyl]-1,3-dihydro-3-phenylindol-2-one

HRID 234512Notes

Reaction equation

HRID 234512 reaction equation
[NH2:1][C:2]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([Cl:12])[C:9]=2[Cl:11])[NH:4][C:3]1=[O:13].[CH2:20]([N:22]([CH2:36][CH3:37])[C:23](=[O:35])[NH:24][C:25]1[CH:30]=[CH:29][C:28]([S:31](Cl)(=[O:33])=[O:32])=[CH:27][CH:26]=1)[CH3:21]>C(Cl)Cl.CCOC(C)=O>[NH2:1][C:2]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([Cl:12])[C:9]=2[Cl:11])[N:4]([S:31]([C:28]2[CH:27]=[CH:26][C:25]([NH:24][C:23]([N:22]([CH2:36][CH3:37])[CH2:20][CH3:21])=[O:35])=[CH:30][CH:29]=2)(=[O:33])=[O:32])[C:3]1=[O:13]

Participants

4

Reactant 2

HCID 27582454-(3,3-Diethyl-ureido)-benzenesulfonyl chlorideHCID 190765663-Amino-4,5-dichloro-1,3-dihydro-3-phenylindol-2-one

Product 1

HCID 190764153-Amino-4,5-dichloro-1-[4-(N',N'-diethylureido)-benzenesulfonyl]-1,3-dihydro-3-phenylindol-2-one

Reagents, catalysts & solvents 1

HCID 21226138Dichloromethane ethylacetateSolvent

Procedure

This compound is prepared according to the procedure described in EXAMPLE 1 from 0.4 g of 3-amino-4,5-dichloro-1,3-dihydro-3-phenylindol-2-one and 0.4 g of 4-(N',N'-diethylureido)benzenesulfonyl chloride. Chromatography on silica using a DCM/AcOEt mixture (85/15; v/v) as the eluent gives the expected product after crystallization from a DCM/iso ether mixture. m=0.46 g. M.p.=161°-163° C.

Workup

  1. customThis compound is prepared

Sources & evidence

ORD record
ord-a4c467c0eb9b4fb2a17c11919a135224
Source dataset
uspto-grants-1997_01
Patent number
US05594023

Reaction notes

Loading…