Hydroxyamine hydrochloride → 5-[(E)-C-[2-(4-chloro-2-methylphenyl)-2-[4-(hydroxymethyl)phenyl]ethyl]-N-hydroxycarbonimidoyl]-1-methylpyridin-2-one

HRID 1617914Notes

Reaction equation

HRID 1617914 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:20]2[CH:25]=[CH:24][C:23]([CH2:26][OH:27])=[CH:22][CH:21]=2)[CH2:9][C:10]([C:12]2[CH:13]=[CH:14][C:15](=[O:19])[N:16]([CH3:18])[CH:17]=2)=O)=[C:4]([CH3:28])[CH:3]=1.Cl.[NH2:30][OH:31].C(=O)([O-])O.[Na+]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:20]2[CH:25]=[CH:24][C:23]([CH2:26][OH:27])=[CH:22][CH:21]=2)[CH2:9]/[C:10](/[C:12]2[CH:13]=[CH:14][C:15](=[O:19])[N:16]([CH3:18])[CH:17]=2)=[N:30]\[OH:31])=[C:4]([CH3:28])[CH:3]=1

Participants

4

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 666690635-(3-(4-chloro-2-methylphenyl)-3-(4-(hydroxymethyl)phenyl)propanoyl)-1-methylpyridin-2(1H)-one

Product 1

HCID 580435975-[(E)-C-[2-(4-chloro-2-methylphenyl)-2-[4-(hydroxymethyl)phenyl]ethyl]-N-hydroxycarbonimidoyl]-1-methylpyridin-2-one

Procedure

In analogy to example 151, step 3, 5-(3-(4-chloro-2-methylphenyl)-3-(4-(hydroxymethyl)phenyl)propanoyl)-1-methylpyridin-2(1H)-one was reacted with hydroxylamine hydrochloride in the presence of sodium hydrogencarbonate to give the title compound as a colourless solid, MS (ESI+): m/z=411.2 [M+H]+.

Sources & evidence

ORD record
ord-7945d368405a4aabb7381543bec67a93
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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