| Identification | Back Directory | [Name]
N-Hydroxyacetamidine | [CAS]
22059-22-9 | [Synonyms]
acetamidoxime
ACETAMIDE OXIME
METHYLAMIDOXIME
N-HYDROXYACETAMIDINE
ethylidyne amidoxime
Acetamide oxime, 95+%
N2-Hydroxyethanamidine
n-hydroxy-ethanimidamid
n-hydroxyethanimidamide
N'-HydroxyacetiMidaMide
AcetaMide oxiMe, 95+% 1GR
AcetaMide oxiMe, 95+% 5GR
1-(Hydroxyimino)ethanamine
(Z)-N'-hydroxyacetiMidaMide
(E)-N'-hydroxyacetiMidaMide
(1Z)-N'-hydroxyethanimidamide
1-(Hydroxyamino)-1-ethanimine
(1E)-N'-HYDROXYETHANIMIDAMIDE
(3E)-3-(hydroxyiMino)propanaMide
Acetamide oximeN-Hydroxyacetamide
ethanimidamide, N'-hydroxy-, (1Z)- | [Molecular Formula]
C2H6N2O | [MDL Number]
MFCD00603514 | [MOL File]
22059-22-9.mol | [Molecular Weight]
74.08 |
| Chemical Properties | Back Directory | [Appearance]
White crystals | [Melting point ]
134 °C | [Boiling point ]
110.6±23.0 °C(Predicted) | [density ]
1.19±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
Powder, Crystals and/or Chunks | [pka]
7.48±0.69(Predicted) | [color ]
White | [InChI]
InChI=1S/C2H6N2O/c1-2(3)4-5/h5H,1H3,(H2,3,4) | [InChIKey]
AEXITZJSLGALNH-UHFFFAOYSA-N | [SMILES]
C(NO)(=N)C |
| Hazard Information | Back Directory | [Chemical Properties]
White crystals | [Uses]
N-Hydroxyacetamidine is a useful research chemical used in the preparation of amidoximes and related compounds. | [Synthesis]
The general procedure for the synthesis of N'-hydroxyacetamidine from acetonitrile is as follows:(a) Preparation of N-hydroxyacetamidine amide: Phenolphthalein (0.05 g) was added to a solution of hydroxylamine hydrochloride (35 g, 0.5 mol) in ethanol (200 ml) as an indicator. Sodium ethanol solution (324 ml, 21% v/v) was added slowly over a period of 1 hour. After 3 hours of reaction, acetonitrile (13.8 g) was added and the reaction was stirred at room temperature for 2 hours followed by heating at 40°C for 48 hours. After completion of the reaction, the mixture was cooled to room temperature, filtered and the solvent was removed under reduced pressure. The residue was allowed to stand at room temperature for 48 h. Methanol (1 liter) was then added to dissolve the crude product and it was adsorbed onto silica. Purification by silica column chromatography using 9:1 dichloromethane:methanol as eluent gave the target product N'-hydroxyacetamidine (20.33 g, 81% yield). The product was characterized by 1H NMR (d6-DMSO): δ = 1.60 (3H, s), 5.33 (2H, br), 8.65 (1H, s). | [References]
[1] Patent: EP1157002, 2005, B1. Location in patent: Page/Page column 26
[2] Patent: WO2017/50969, 2017, A1. Location in patent: Page/Page column 14; 15
[3] Patent: WO2004/50650, 2004, A1. Location in patent: Page 103
[4] Patent: US2004/162276, 2004, A1. Location in patent: Page 22
[5] Patent: WO2015/118342, 2015, A1. Location in patent: Page/Page column 68 |
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