N1-CYCLOPROPYL-2-CHLOROACETAMIDE Chemical Properties

Melting point:

81-84

Boiling point:

295.8±19.0 °C(Predicted)

Density 

1.21±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

14.08±0.20(Predicted)

Appearance

White to light brown Solid

Safety Information

Hazard Codes 

Xi

Hazard Note 

Harmful

HazardClass 

IRRITANT

HS Code 

2924190090

N1-CYCLOPROPYL-2-CHLOROACETAMIDE Usage And Synthesis

Synthesis

To a solution of cyclopropylamine (50.0 g, 0.876 mol) in dichloromethane (700 mL) was added 2-chloroacetyl chloride (49.4 g, 0.436 mol) slowly and dropwise through an addition funnel at 0 °C. The reaction mixture was stirred continuously at 0 °C for 2 h, followed by filtration through a diatomaceous earth pad. The filtrate was concentrated under reduced pressure to give an orange solid. The solid was slurried in 500 mL of hexane and filtered again. The collected orange solid was dried under vacuum at room temperature for 30 min to give the final 2-chloro-N-cyclopropylacetamide (58.12 g, 99% yield). Mass spectrometry analysis (m/z): 134.1 (M++1).

References

[1] Patent: WO2006/47124, 2006, A1. Location in patent: Page/Page column 11-12
[2] Journal of Medicinal Chemistry, 2003, vol. 46, # 3, p. 399 - 408
[3] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 6, p. 678 - 681
[4] Patent: CN106146414, 2016, A. Location in patent: Paragraph 0478; 0479; 0480
[5] ChemMedChem, 2018,

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