N-benzyl-2-(3,4-dimethoxyphenyl)acetamide

Base Information

• Chemical Name: N-benzyl-2-(3,4-dimethoxyphenyl)acetamide
• CAS No.: 77483-50-2
• Molecular Formula: C17H19NO3
• Molecular Weight: 285.343
• DSSTox Substance ID: DTXSID901246292
• Nikkaji Number: J1.872.749H
• ChEMBL ID: CHEMBL1388762
• Mol file: 77483-50-2.mol

Synonyms:N-benzyl-2-(3,4-dimethoxyphenyl)acetamide;77483-50-2;Oprea1_091030;MLS001164451;CHEMBL1388762;DTXSID901246292;HMS2815E22;AKOS003869924;SMR000496662;3,4-Dimethoxy-N-(phenylmethyl)benzeneacetamide;AO-548/11676033;SR-01000214998;SR-01000214998-1;Z27749675

Chemical Property of N-benzyl-2-(3,4-dimethoxyphenyl)acetamide

Chemical Property:

• Melting Point: 100 - 101 °C (dichloromethane)
• PSA: 47.56000
• LogP: 2.95360
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 285.13649347
• Heavy Atom Count: 21
• Complexity: 315

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CC(=O)NCC2=CC=CC=C2)OC

Technology Process of N-benzyl-2-(3,4-dimethoxyphenyl)acetamide

There total 5 articles about N-benzyl-2-(3,4-dimethoxyphenyl)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: 94.0%

(3,4-Dimethoxyphenyl)acetic acid (93-40-3) + benzylamine (100-46-9) → N-benzyl-2-(3,4-dimethoxyphenyl)acetamide (77483-50-2)

Guidance literature:

With Fe⁽³⁺⁾-K-10 montmorillonite clay; In chloroform; for 7h; Heating;

DOI:10.1021/jo0204202

Reference yield: 81.0%

benzylamine (100-46-9) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) + N'-(3,4-dimethoxybenzylidene)-4-methylbenzenesulfonohydrazide → N-benzyl-2-(3,4-dimethoxyphenyl)acetamide (77483-50-2)

Guidance literature:

With tetraethylammonium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; at 140 ℃; for 0.75h; Microwave irradiation; Sealed tube;

DOI:10.1016/j.tetlet.2013.07.149

Reference yield: 50.0%

N-Benzyl-2-(3,4-dimethoxy-phenyl)-N-trimethylsilanylmethyl-acetamide (201669-43-4) → N-benzyl-2-(3,4-dimethoxyphenyl)acetamide (77483-50-2) + 2-Benzyl-6,7-dimethoxy-1,4-dihydro-2H-isoquinolin-3-one

Guidance literature:

With ammonium cerium(IV) nitrate; In acetonitrile; at 25 ℃;

DOI:10.1021/jo971705v

upstream raw materials:

Ethyl 3-oxo-4-(3,4-dimethoxyphenyl)butanoate

benzylamine

(3,4-Dimethoxyphenyl)acetic acid

N-Benzyl-2-(3,4-dimethoxy-phenyl)-N-trimethylsilanylmethyl-acetamide

Downstream raw materials:

1-benzyl-3-(3,4-dimethoxyphenyl)-2-pyrrolidinone

N-Benzyl-2-(3,4-dimethoxy-phenyl)-N-trimethylsilanylmethyl-acetamide

N-benzyl-2-(2-iodo-4,5-dimethoxyphenyl)acetamide

1-Benzyl-5-chloro-4-(3,4-dimethoxy-phenyl)-3,4-dihydro-2H-pyrrolium; chloride

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