N-Ethylaniline → 2-(4-cyanobenzyl)-N-ethyl-N'-(2-naphthylsulfonyl)-N-phenylmalonamide

HRID 1256895Notes

Reaction equation

HRID 1256895 reaction equation
[C:1]([C:3]1[CH:33]=[CH:32][C:6]([CH2:7][CH:8]([C:16]([NH:18][S:19]([C:22]2[CH:31]=[CH:30][C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH:23]=2)(=[O:21])=[O:20])=[O:17])[C:9]([N:11]([CH2:14][CH3:15])[CH2:12][CH3:13])=[O:10])=[CH:5][CH:4]=1)#[N:2].C(N[C:37]1[CH:42]=CC=[CH:39][CH:38]=1)C>>[C:1]([C:3]1[CH:33]=[CH:32][C:6]([CH2:7][CH:8]([C:16]([NH:18][S:19]([C:22]2[CH:31]=[CH:30][C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH:23]=2)(=[O:20])=[O:21])=[O:17])[C:9]([N:11]([CH2:12][CH3:13])[C:14]2[CH:39]=[CH:38][CH:37]=[CH:42][CH:15]=2)=[O:10])=[CH:5][CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 7670N-EthylanilineHCID 866452172-(4-cyanobenzyl)-N,N-diethyl-N'-(2-naphthylsulfonyl)malonamide

Product 1

HCID 685089982-(4-cyanobenzyl)-N-ethyl-N'-(2-naphthylsulfonyl)-N-phenylmalonamideYield 103.9%

Procedure

In the same manner as in Example 1 (4), a crude product was obtained using the compound (300 mg) obtained in Example 111 (4) and N-ethylaniline (107 mg). This was purified by silica gel column chromatography to give the title compound (344 mg) as a white powder.

Workup

  1. customThis was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-4321284db8184a3caaea9fbe2fa911f1
Source dataset
uspto-grants-2013_06
Patent number
US08461209B2

Reaction notes

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