Hydroxylamine → HCID 57360605, compound

HRID 557991Notes

Reaction equation

HRID 557991 reaction equation
[CH2:1]([N:3]([CH2:8][CH3:9])[CH2:4][CH2:5][C:6]#[N:7])[CH3:2].[NH2:10][OH:11]>CCO>[CH2:1]([N:3]([CH2:8][CH3:9])[CH2:4][CH2:5][C:6](=[N:10][OH:11])[NH2:7])[CH3:2]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 79306Propanenitrile, 3-(diethylamino)-

Product 1

HCID 57360605HCID 57360605, compoundYield 92.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-(diethylamino)propanenitrile (1 g, 8 mmol) and NH2OH (50% in water, 0.73 cm3, 11.9 mmol) in EtOH (10 cm3) were heated to reflux 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 until it slowly solidified to give 3-(diethylamino)-N′-hydroxypropanimidamide (1.18 g, 92.6%) as a white solid, mp 52-54° C.

Workup

  1. temperatureto reflux for 24 hours
  2. customafter which the solvent and excess hydroxylamine were removed by rotary evaporator
  3. customThe residue was freeze-dried

Sources & evidence

ORD record
ord-e3b75f7781ab4b089d8b43387b77b895
Source dataset
uspto-grants-2011_11
Patent number
US08062429B2

Reaction notes

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