Hydroxyamine hydrochloride → HCID 178496249, compound

HRID 900256Notes

Reaction equation

HRID 900256 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][C:10]#[N:11].Cl.[NH2:13][OH:14].CC(C)([O-])C.[K+]>CO>[OH:14][NH:13][C:10](=[NH:11])[CH2:9][O:8][CH2:7][CH2:6][O:5][CH2:4][CH2:3][O:2][CH3:1]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 23665647Potassium tert-butoxideHCID 865941631544206-31-6

Product 1

HCID 178496249HCID 178496249, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of crude [2-(2-methoxy-ethoxy)-ethoxy]-acetonitrile (2.60 g) in MeOH (25 mL) was added hydroxylamine hydrochloride (1.11 g). The mixture was vigorously stirred while potassium tert-butoxide (1.79 g) was added portion wise. The mixture was stirred for 2 h at RT and then refluxed (1 h). After cooling to RT it was filtered. The filtrate was concentrated under reduced pressure, leaving crude N-hydroxy-2-[2-(2-methoxy-ethoxy)-ethoxy]-acetamidine.

Workup

  1. additionwas added portion wise
  2. temperaturerefluxed (1 h)
  3. temperatureAfter cooling to RT it
  4. filtrationwas filtered
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-932df4ad59974971bfe388273538e002
Source dataset
uspto-grants-2008_04
Patent number
US07358268B2

Reaction notes

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