N-(Chloroacetyl)allylamine

Base Information

• Chemical Name: N-(Chloroacetyl)allylamine
• CAS No.: 13269-97-1
• Molecular Formula: C5H8ClNO
• Molecular Weight: 133.578
• Hs Code.: 2924199090
• European Community (EC) Number: 692-266-5
• NSC Number: 165656
• DSSTox Substance ID: DTXSID90157719
• Nikkaji Number: J2.737.535I
• Wikidata: Q83025873
• ChEMBL ID: CHEMBL2251311
• Mol file: 13269-97-1.mol

Synonyms:N-(Chloroacetyl)allylamine;13269-97-1;n-allyl-2-chloroacetamide;N-Allyl-2-chloro-acetamide;2-chloro-N-prop-2-enylacetamide;N1-allyl-2-chloroacetamide;2-chloro-N-(prop-2-en-1-yl)acetamide;Acetamide, 2-chloro-N-2-propenyl-;2-Chloro-N-2-propenylacetamide;F2190-0238;SCHEMBL5497997;CHEMBL2251311;DTXSID90157719;MFCD00084928;NSC165656;STK397252;AKOS000104254;NSC 165656;NSC-165656;CS-10212;CS-0309272;FT-0602619;EN300-17184;J-523388;Z56899047;N-(Chloroacetyl)allylamine, 2-Chloro-N-(prop-2-en-1-yl)acetamide

Chemical Property of N-(Chloroacetyl)allylamine

Chemical Property:

• Vapor Pressure: 0.00688mmHg at 25°C
• Refractive Index: 1.453
• Boiling Point: 270.3 °C at 760 mmHg
• Flash Point: 117.3 °C
• PSA: 29.10000
• Density: 1.081g/cm³
• LogP: 0.91830
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 133.0294416
• Heavy Atom Count: 8
• Complexity: 92.4

Purity/Quality:

99% ^*data from raw suppliers

N-Allyl-2-chloro-acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCNC(=O)CCl

Technology Process of N-(Chloroacetyl)allylamine

There total 4 articles about N-(Chloroacetyl)allylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

Chloroiodomethane (593-71-5) + allylisocyanate (1476-23-9) → N-(chloroacetyl)allylamine (13269-97-1)

Guidance literature:

With methyllithium lithium bromide; In diethyl ether; at -78 ℃;

DOI:10.1039/c3cc44255a

Reference yield: 98.0%

ethyl (2-chloroaceto)acetate (638-07-3) + 1-amino-2-propene (107-11-9,30551-89-4) → N-(chloroacetyl)allylamine (13269-97-1)

Guidance literature:

With 4-toluenesulfonyl azide; In tetrahydrofuran; at 20 - 25 ℃;

DOI:10.1016/j.tet.2017.06.013

Reference yield: 95.0%

chloroacetyl chloride (79-04-9) + 1-amino-2-propene (107-11-9,30551-89-4) → N-(chloroacetyl)allylamine (13269-97-1)

Guidance literature:

With potassium carbonate; In water; ethyl acetate; at 0 - 20 ℃; for 2.5h;

DOI:10.1002/chir.22839

upstream raw materials:

chloroacetyl chloride

1-amino-2-propene

Chloroiodomethane

allylisocyanate

Downstream raw materials:

N-allyl-2-(4-methylphenylsulfonyl)acetamide

2-(allylamino)acetamide

Refernces

• 1、 He, Shanshan,He, Yunchao,Cheng, Lingping,Wu, Yaling,Ke, Yanxiong. "Novel chiral ionic liquids stationary phases for the enantiomer separation of chiral acid by high-performance liquid chromatography". supporting information. p. 670 - 679. Retrieved 2018/03/01.
• 2、 Wang, Yong,Chan, Fung-Yi,Sun, Ning,Lui, Hok-Kiu,So, Pui-Kin,Yan, Siu-Cheong,Chan, Kin-Fai,Chiou, Jiachi,Chen, Sheng,Abagyan, Ruben,Leung, Yun-Chung,Wong, Kwok-Yin. "Structure-based design, synthesis, and biological evaluation of isatin derivatives as potential glycosyltransferase inhibitors". . p. 685 - 696. Retrieved 2015/01/09.