N1-Cyclopropyl-2-chloroacetamide

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N1-Cyclopropyl-2-chloroacetamide Basic information
Product Name:N1-Cyclopropyl-2-chloroacetamide
Synonyms:OTAVA-BB BB7020410100;AKOS USSH-4110472;AKOS BBS-00006513;2-CHLORO-N-CYCLOPROPYLACETAMIDE;[N-(cyclopropyl)aminocarbonylmethyl]chloride;2-chloro-N-cyclopropylacetamide(SALTDATA: FREE);Acetamide, 2-chloro-N-cyclopropyl-;2-Chloro-N-cyclopropylacetamide,97%
CAS:19047-31-5
MF:C5H8ClNO
MW:133.58
EINECS:
Product Categories:Amines;Ring Systems
Mol File:19047-31-5.mol
N1-Cyclopropyl-2-chloroacetamide Structure
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
pka14.08±0.20(Predicted)
AppearanceWhite to light brown Solid
Safety Information
Hazard Codes Xi
Hazard Note Harmful
HazardClass IRRITANT
HS Code 2924190090
MSDS Information
N1-Cyclopropyl-2-chloroacetamide Usage And Synthesis
Synthesis
Chloroacetyl chloride

79-04-9

Cyclopropylamine

765-30-0

N1-CYCLOPROPYL-2-CHLOROACETAMIDE

19047-31-5

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,
N1-Cyclopropyl-2-chloroacetamide Preparation Products And Raw materials
Raw materialsChloroiodomethane-->Chloroacetyl chloride-->Cyclopropylamine-->isocyanatocyclopropane
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