2-Chloro-N-(3,4-dimethoxyphenethyl)acetamide

Base Information

• Chemical Name: 2-Chloro-N-(3,4-dimethoxyphenethyl)acetamide
• CAS No.: 14301-31-6
• Molecular Formula: C12H16 Cl N O3
• Molecular Weight: 257.717
• Hs Code.: 2924299090
• European Community (EC) Number: 651-694-2
• NSC Number: 46829
• DSSTox Substance ID: DTXSID10162289
• Nikkaji Number: J643.496G
• Wikidata: Q83030909
• Mol file: 14301-31-6.mol

Synonyms:14301-31-6;2-Chloro-N-(3,4-dimethoxyphenethyl)acetamide;2-chloro-N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide;2-CHLORO-N-(2-(3,4-DIMETHOXYPHENYL)ETHYL)ACETAMIDE;NSC 46829;BRN 2813319;ACETAMIDE, 2-CHLORO-N-(3,4-DIMETHOXYPHENETHYL)-;2-Chloro-N-[2-(3,4-dimethoxy-phenyl)-ethyl]-acetamide;2-CHLORO-N-(2-(3,4-DIMETHOXY-PHENYL)-ETHYL)-ACETAMIDE;NSC46829;SCHEMBL9051137;alpha-chloro-N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide;DTXSID10162289;MFCD00187582;NSC-46829;STK075530;AKOS000103719;LS-8503;BS-10260;N-chloroacetyl-3,4-dimethoxyphenethyl-amine;2-chloro-N-(3,4-dimetoxyphenethyl)acetamide;CS-0116865;EN300-01760;N-CHLOROACETYL-3,4-DIMETHOXYPHENETHYLAMINE;N-(Chloroacetyl)-2-(3,4-dimethoxyphenyl)ethylamine;Z56862631;F1163-0019

Chemical Property of 2-Chloro-N-(3,4-dimethoxyphenethyl)acetamide

Chemical Property:

• Vapor Pressure: 7.56E-08mmHg at 25°C
• Boiling Point: 437.3°Cat760mmHg
• Flash Point: 218.3°C
• PSA: 47.56000
• Density: 1.168g/cm³
• LogP: 1.99220
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 257.0818711
• Heavy Atom Count: 17
• Complexity: 238

Purity/Quality:

98%min ^*data from raw suppliers

2-CHLORO-N-(2-(3,4-DIMETHOXY-PHENYL)-ETHYL)-ACETAMIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CCNC(=O)CCl)OC
• Uses: N-Chloroacetyl-3,4-dimethoxyphenethylamine exhibits anti-proliferative properties making it effective in the treatment of cancer.

Technology Process of 2-Chloro-N-(3,4-dimethoxyphenethyl)acetamide

There total 3 articles about 2-Chloro-N-(3,4-dimethoxyphenethyl)acetamide 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%

2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7) + chloroacetyl chloride (79-04-9) → 2-chloro-N-(2-(3,4-dimethoxyphenyl)ethyl)acetamide (14301-31-6)

Guidance literature:

In dichloromethane;

DOI:10.1016/j.tetlet.2003.09.216

Reference yield: 62.0%

→ 2-chloro-N-(2-(3,4-dimethoxyphenyl)ethyl)acetamide (14301-31-6)

Guidance literature:

Reference yield: 58.0%

2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7) + chloroacetic acid (79-11-8) → 2-chloro-N-(2-(3,4-dimethoxyphenyl)ethyl)acetamide (14301-31-6)

Guidance literature:

2-(3,4-dimethoxyphenyl)-ethylamine; 4-formyl-3,5-dimethoxyphenoxy-Merrifield resin; With sodium tris(acetoxy)borohydride; In acetic acid; N,N-dimethyl-formamide; at 20 ℃; for 69h;

chloroacetic acid; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 15h;

With dimethylsulfide; water; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1016/S0968-0896(99)00285-0

upstream raw materials:

2-(3,4-dimethoxyphenyl)-ethylamine

chloroacetyl chloride

chloroacetic acid

Downstream raw materials:

2-Methoxy-5-β-monochloracetamido-aethyl-benzochinon-(1,4)

2-chloroacetyl-6,7-dimethoxy-1-(4-nitro-phenyl)-1,2,3,4-tetrahydro-isoquinoline

N-<2-(3,4-dimethoxyphenyl)ethyl>-2-(2-nitrophenylamino)acetamide

2-Allylamino-N-[2-(3,4-dimethoxy-phenyl)-ethyl]-acetamide

Refernces

• 1、 M?der, Patrick,Bartholom?us, Ruben,Nicolussi, Simon,Baumann, Alice,Weis, Melanie,Chicca, Andrea,Rau, Mark,Sim?o, Ana Catarina,Gertsch, Jürg,Altmann, Karl-Heinz. "Synthesis and Biological Evaluation of Endocannabinoid Uptake Inhibitors Derived from WOBE437". supporting information. p. 145 - 154. Retrieved 2020/06/02.
• 2、 Epplin, Matthew P.,Mohan, Ayush,Harris, Lynnea D.,Zhu, Zongjian,Strong, Katie L.,Bacsa, John,Le, Phuong,Menaldino, David S.,Traynelis, Stephen F.,Liotta, Dennis C.,Liotta, Dennis C.. "Discovery of Dihydropyrrolo[1,2- a]pyrazin-3(4 H)-one-Based Second-Generation GluN2C- And GluN2D-Selective Positive Allosteric Modulators (PAMs) of the N-Methyl- d -Aspartate (NMDA) Receptor". . p. 7569 - 7600. Retrieved 2020/08/21.