1-(Chloroacetyl)pyrrolidine

Base Information

• Chemical Name: 1-(Chloroacetyl)pyrrolidine
• CAS No.: 20266-00-6
• Molecular Formula: C6H10ClNO
• Molecular Weight: 147.605
• Hs Code.: 29339900
• European Community (EC) Number: 243-658-6
• UNII: B4E8TP2MLS
• DSSTox Substance ID: DTXSID20174111
• Nikkaji Number: J280.500F
• Wikidata: Q72516906
• Mol file: 20266-00-6.mol

Synonyms:20266-00-6;1-(Chloroacetyl)pyrrolidine;2-chloro-1-(pyrrolidin-1-yl)ethanone;2-Chloro-1-pyrrolidin-1-yl-ethanone;Pyrrolidine, 1-(chloroacetyl)-;2-chloro-1-pyrrolidin-1-ylethanone;MFCD01217237;2-chloro-1-(pyrrolidin-1-yl)ethan-1-one;B4E8TP2MLS;N-(chloroacetyl)pyrrolidine;pyrrolidylcarbonylmethyl chloride;EINECS 243-658-6;2-Chloro-1-(1-pyrrolidinyl)ethanone;Ethanone, 2-chloro-1-(1-pyrrolidinyl)-;AI3-36314;2-Chloro-1-pyrrolidin-1yl-ethanone;Chloroacetylpyrrolidine;N-chloroacetylpyrrolidine;UNII-B4E8TP2MLS;N-chloroacetyl-pyrrolidine;SCHEMBL69354;alpha-Chloroacetyl pyrrolidine;N-(2-chloroacetyl)pyrrolidine;n-chloromethylcarbonylpyrrolidine;DTXSID20174111;2-Chloro-1-pyrrolidin-1-ylmethanone;STK499893;AKOS000266944;1-(pyrrolidin-1-yl)-2-chloroethanone;2-chloro-1-(pyrrolidin-1-yl) ethanone;1-(Chloroacetyl)pyrrolidine, AldrichCPR;AM803472;AS-10036;SY008143;BB 0217803;C2948;CS-0037280;FT-0648161;EN300-01767;A814366;AT-057/40280521;J-508619;Z56896279;F2190-0188

Chemical Property of 1-(Chloroacetyl)pyrrolidine

Chemical Property:

• Vapor Pressure: 0.0188mmHg at 25°C
• Melting Point: 46-47 °C
• Refractive Index: 1.501
• Boiling Point: 252.9 °C at 760 mmHg
• PKA: -0.95±0.20(Predicted)
• Flash Point: 106.75 °C
• PSA: 20.31000
• Density: 1.206 g/cm³
• LogP: 0.78550
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 147.0450916
• Heavy Atom Count: 9
• Complexity: 110

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(Chloroacetyl)pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-20/21/22
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C(=O)CCl
• Uses: 1-(Chloroacetyl)pyrrolidine acts as a useful reagent in the synthesis of celastrol derivatives with potentials as anticancer agents.

Technology Process of 1-(Chloroacetyl)pyrrolidine

There total 8 articles about 1-(Chloroacetyl)pyrrolidine 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: 100.0%

pyrrolidine (123-75-1) + chloroacetyl chloride (79-04-9) → chloroacetic acid pyrrolidide (20266-00-6)

Guidance literature:

In acetone; at 20 ℃;

DOI:10.1139/v04-028

Reference yield: 85.0%

2-pyrrolidinon (616-45-5) + chloroacetic acid (79-11-8) → chloroacetic acid pyrrolidide (20266-00-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 22h;

DOI:10.1016/j.bmcl.2012.02.035

Reference yield: 83.0%

→ chloroacetic acid pyrrolidide (20266-00-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

upstream raw materials:

pyrrolidine

chloroacetyl chloride

monochloro-acetyl chloride

chloroacetic acid

Downstream raw materials:

(4-nitro-benzyl)-(2-oxo-2-pyrrolidino-ethyl)-dipropyl-ammonium; bromide

2-(phenylamino)-1-(pyrrolidin-1-yl)ethan-1-one

1-[N-(2,6-dimethyl-phenyl)-glycyl]-pyrrolidine

1-(N-methyl-N-phenyl-glycyl)-pyrrolidine

Refernces

• 1、 Lizza, Joseph R.,Patel, Savan V.,Yang, Catherine F.,Moura-Letts, Gustavo. "Direct Synthesis of Cyanopyrrolidinyl β-Amino Alcohols for the Development of Diabetes Therapeutics". . p. 5160 - 5168. Retrieved 2016.
• 2、 Page, Claire G.,Cooper, Simon J.,Dehovitz, Jacob S.,Oblinsky, Daniel G.,Biegasiewicz, Kyle F.,Antropow, Alyssa H.,Armbrust, Kurt W.,Ellis, J. Michael,Hamann, Lawrence G.,Horn, Evan J.,Oberg, Kevin M.,Scholes, Gregory D.,Hyster, Todd K.. "Quaternary Charge-Transfer Complex Enables Photoenzymatic Intermolecular Hydroalkylation of Olefins". supporting information. p. 97 - 102. Retrieved 2021/01/12.
• 3、 Eldin A. Osman, Essam,Hanafy, Noura S.,George, Riham F.,El-Moghazy, Samir M.. "Design and synthesis of some barbituric and 1,3-dimethylbarbituric acid derivatives: A non-classical scaffold for potential PARP1 inhibitors". . . Retrieved 2020/09/16.