(1E)-2-Phenylethenesulfonamide → 2-(4-cyanobenzyl)-3-oxo-3-[((E)-styrylsulfonyl)amino]propionic acid

HRID 1256910Notes

Reaction equation

HRID 1256910 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]2C=C[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(CC)CC)=[O:10])=[CH:5][CH:4]=1)#[N:2].C(/S(N)(=O)=[O:43])=C\C1C=CC=CC=1>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:7][CH:8]([C:16](=[O:17])[NH:18][S:19](/[CH:22]=[CH:23]/[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)(=[O:20])=[O:21])[C:9]([OH:10])=[O:43])=[CH:32][CH:33]=1)#[N:2]

Participants

3

Reactant 2

HCID 5357731(1E)-2-PhenylethenesulfonamideHCID 866452172-(4-cyanobenzyl)-N,N-diethyl-N'-(2-naphthylsulfonyl)malonamide

Product 1

HCID 685082362-(4-cyanobenzyl)-3-oxo-3-[((E)-styrylsulfonyl)amino]propionic acidYield 176.7%

Procedure

In the same manner as in Example 152 (3), the object compound was obtained using the compound (1.57 g) obtained in Example 111 (2) and trans-β-styrenesulfonamide (1.25 g). This was subjected to hydrolysis in the same manner as in Example 1 (3) to give the title compound (2.30 g) as a white powder.

Sources & evidence

ORD record
ord-30f16c6891bc4aa09e6a7d8a89398718
Source dataset
uspto-grants-2013_06
Patent number
US08461209B2

Reaction notes

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