Hydroxylamine → N-hydroxysuccinamide

HRID 1611242Notes

Reaction equation

HRID 1611242 reaction equation
[NH2:1][C:2]([CH2:4][CH2:5][C:6]([O-:8])=O)=[O:3].[NH2:9][OH:10]>O1CCOCC1>[OH:10][NH:9][C:6](=[O:8])[CH2:5][CH2:4][C:2]([NH2:1])=[O:3]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 6994786Succinamate

Product 1

HCID 18381240N-hydroxysuccinamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

3-aminocarbonylpropionate A-6 (0.1 mmol) is treated with dioxane (1 mL) and hydroxylamine (50% in water, 2 mL) for 1-3 days, and then purified by preparative reverse-phase (C18) HPLC to afford the desired N-hydroxy-3-aminocarbonylpropionamide (A-7).

Workup

  1. custompurified by preparative reverse-phase (C18) HPLC

Sources & evidence

ORD record
ord-93306a2ed3a84abda9f5afd2d9298460
Source dataset
uspto-grants-2006_01
Patent number
US06987104B2

Reaction notes

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