N'-Hydroxycyclopropanecarboximidamide Chemical Properties

Melting point:

34-40°

Boiling point:

176.0±23.0 °C(Predicted)

Density 

1.50±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

pka

15.04±0.20(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C4H8N2O/c5-4(6-7)3-1-2-3/h3,7H,1-2H2,(H2,5,6)

InChIKey

OMCUPXRCMTUDHI-UHFFFAOYSA-N

SMILES

C1(C(NO)=N)CC1

CAS DataBase Reference

51285-13-3

Safety Information

HazardClass 

IRRITANT

N'-Hydroxycyclopropanecarboximidamide Usage And Synthesis

Uses

N''-Hydroxycyclopropanecarboximidamide

Synthesis

General procedure for the synthesis of N-hydroxycyclopropanecarboxamidine from cyclopropanecarbonitrile: A mixture of cyclopropanecarbonitrile (5 g, 74.6 mmol) and hydroxylamine (50 wt% aqueous, 5.91 g, 89.5 mmol) in ethanol (15 mL) was reacted with stirring at 80 °C overnight. Upon completion of the reaction, the mixture was cooled to room temperature and the volatile solvent was subsequently removed under reduced pressure to afford the crude product N-hydroxycyclopropanecarboxamidine (7.0 g, 94% yield). The product could be directly used in the subsequent reaction without further purification. The product was analyzed by LCMS showing m/z = 101.2 [M + H]+, which was consistent with the theoretically calculated value (exact mass of C4H8N2O: 100.1).1H NMR (400 MHz, DMSO-d6) data were as follows: δ 0.54-0.60 (m, 2H), 0.61-0.66 (m, 2H), 1.28-1.36 (m, 1H) , 5.18 (bs, 2H), 8.68 (bs, 1H).

References

[1] Patent: WO2012/145361, 2012, A1. Location in patent: Page/Page column 167; 168
[2] Patent: WO2011/104680, 2011, A1. Location in patent: Page/Page column 82
[3] Patent: US5464848, 1995, A
[4] Patent: US5106853, 1992, A
[5] Patent: US5124460, 1992, A

N'-Hydroxycyclopropanecarboximidamide(51285-13-3)Related Product Information

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• CYCLOPROPANECARBOXAMIDINE
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• N-HYDROXYBUTYRAMIDINE
• N'-Hydroxycyclopropanecarboximidamide