4-(3,3-Diethyl-ureido)-benzenesulfonyl chloride → HCID 19076489, compound

HRID 234534Notes

Reaction equation

HRID 234534 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[Cl:29])[NH:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][Si](C)(C)C.[CH2:30]([N:32]([CH2:46][CH3:47])[C:33](=[O:45])[NH:34][C:35]1[CH:40]=[CH:39][C:38]([S:41](Cl)(=[O:43])=[O:42])=[CH:37][CH:36]=1)[CH3:31]>CCOC(C)=O.CCCCCC>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:41]([C:38]1[CH:37]=[CH:36][C:35]([NH:34][C:33]([N:32]([CH2:46][CH3:47])[CH2:30][CH3:31])=[O:45])=[CH:40][CH:39]=1)(=[O:43])=[O:42])[C:6](=[O:11])[C:5]2([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[Cl:29])[NH:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][OH:18]

Participants

4

Reactant 2

HCID 27582454-(3,3-Diethyl-ureido)-benzenesulfonyl chlorideHCID 19076492HCID 19076492, compound

Product 1

HCID 19076489HCID 19076489, compoundYield 47.6%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

This compound is prepared according to the procedure described in EXAMPLE 114 from 1.5 g of 5-chloro-3-(2-chlorophenyl)-1,3-dihydro-3-[[2-[2-(trimethylsilyloxy)ethoxy]ethyl]amino]indol-2-one and 1.03 g of 4-(N',N'-diethylureido)benzenesulfonyl chloride. Chromatography on silica using a DCM/AcOEt mixture (50/50; v/v) as the eluent gives 1 g of the expected product after crystallization from a DCM/iso ether mixture. M.p.=114°-118° C.

Workup

  1. customThis compound is prepared

Sources & evidence

ORD record
ord-ce4cb5b9eaca41a39e63ed09e75a279f
Source dataset
uspto-grants-1997_01
Patent number
US05594023

Reaction notes

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