N-benzyl-2-methoxybenzamide

Base Information

• Chemical Name: N-benzyl-2-methoxybenzamide
• CAS No.: 183198-63-2
• Molecular Formula: C15H15NO2
• Molecular Weight: 241.29
• DSSTox Substance ID: DTXSID001292636
• Nikkaji Number: J1.846.933B
• ChEMBL ID: CHEMBL526191
• Mol file: 183198-63-2.mol

Synonyms:N-benzyl-2-methoxybenzamide;183198-63-2;starbld0009149;2-Methoxy-N-benzylbenzamide;Oprea1_624463;MLS000550620;CHEMBL526191;DTXSID001292636;HMS2376A05;2-Methoxy-N-(phenylmethyl)benzamide;MFCD00810090;STK408262;AKOS002270802;SMR000114021

Chemical Property of N-benzyl-2-methoxybenzamide

Chemical Property:

• Vapor Pressure: 1.17E-07mmHg at 25°C
• Boiling Point: 431.7oC at 760 mmHg
• Flash Point: 214.9oC
• PSA: 41.82000
• Density: 1.124g/cm3
• LogP: 3.20000
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 241.110278721
• Heavy Atom Count: 18
• Complexity: 261

Purity/Quality:

99% ^*data from raw suppliers

N-benzyl-2-methoxybenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC=C1C(=O)NCC2=CC=CC=C2

Technology Process of N-benzyl-2-methoxybenzamide

There total 16 articles about N-benzyl-2-methoxybenzamide 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%

→ N-benzyl-2-methoxylbenzamide (183198-63-2)

Guidance literature:

With methanesulfonyl chloride;

at 20 ℃; for 0.166667h; Reagent/catalyst;

Reference yield: 94.0%

2-bromoanisole (578-57-4) + carbon monoxide (201230-82-2) + benzylamine (100-46-9) → N-benzyl-2-methoxylbenzamide (183198-63-2)

Guidance literature:

With palladium diacetate; sodium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 100 ℃; for 15h; under 760.051 Torr;

DOI:10.1021/jo801279r

Reference yield: 91.0%

4-iodoanisol (529-28-2) + benzylamine (100-46-9) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) → N-benzyl-2-methoxylbenzamide (183198-63-2)

Guidance literature:

With tri-n-propylamine; tetraethylammonium chloride; In diethylene glycol dimethyl ether; at 150 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jo101611g

upstream raw materials:

3-(2-methoxy-benzoyl)-2-phenyl-chromen-4-one

benzylamine

2-methoxy-benzonitrile

N-benzyl-N-nitrosopivalamide

Downstream raw materials:

N-benzylsalicylamide

C₂₃H₁₇NO₂

N-benzyl-N-[1-(2-hydroxymethylphenyl)vinyl]-2-methoxybenzamide

C₂₆H₂₇NO₅

Refernces

• 1、 Sawant, Dinesh N.,Bagal, Dattatraya B.,Ogawa, Saeko,Selvam, Kaliyamoorthy,Saito, Susumu. "Diboron-Catalyzed Dehydrative Amidation of Aromatic Carboxylic Acids with Amines". supporting information. p. 4397 - 4400. Retrieved 2018/08/09.
• 2、 Howard, Eva-Louise,Guzzardi, Norman,Tsanova, Viliyana G.,Stika, Angeliki,Patel, Bhaven. "Highly Efficient Copper-Catalyzed Amidation of Benzylic Hydrocarbons Under Neutral Conditions". supporting information. p. 794 - 797. Retrieved 2018/02/21.