Hydroxylamine → HCID 72325874, compound

HRID 557993Notes

Reaction equation

HRID 557993 reaction equation
[CH3:1][N:2]([CH3:13])[CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][C:11]#[N:12].[NH2:14][OH:15]>CCO>[CH3:13][N:2]([CH3:1])[CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][C:11](=[N:14][OH:15])[NH2:12]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 205045513-{2-[2-(Dimethylamino)ethoxy]ethoxy}propanenitrile

Product 1

HCID 72325874HCID 72325874, compoundYield 90.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-(2-(2-(dimethylamino)ethoxy)ethoxy)propanenitrile (0.5 g, 2.68 mmol) and NH2OH (50% in water, 0.25 cm3, 4 mmol) in EtOH (10 cm3) were stirred at 80° C. for 24 hours, after which the solvent and excess hydroxylamine were removed by rotary evaporator. The residue was freeze-dried and kept in high vacuum line for several hours to give give 3-(2-(2-(dimethylamino)ethoxy)ethoxy)-N′-hydroxypropanimidamide (0.53 g, 90.1%) as a light yellow oil.

Workup

  1. customafter which the solvent and excess hydroxylamine were removed by rotary evaporator
  2. customThe residue was freeze-dried
  3. waitkept in high vacuum line for several hours
  4. customto give

Sources & evidence

ORD record
ord-662356544a164c45a763e310d006e043
Source dataset
uspto-grants-2011_11
Patent number
US08062429B2

Reaction notes

Loading…