2-cyano-N-(4-methylphenyl)acetamide

Base Information

• Chemical Name: 2-cyano-N-(4-methylphenyl)acetamide
• CAS No.: 6876-54-6
• Molecular Formula: C10H10N2O
• Molecular Weight: 174.202
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID20351187
• Nikkaji Number: J2.183.071B
• Wikidata: Q82127391
• ChEMBL ID: CHEMBL3334610
• Mol file: 6876-54-6.mol

Synonyms:2-cyano-N-(4-methylphenyl)acetamide;6876-54-6;2-Cyano-N-p-tolyl-acetamide;2-cyano-N-(p-tolyl)acetamide;MFCD00456506;2-Cyano-N-(4-methylphenyl)-acetamide;2-cyano-N-p-tolylacetamide;Oprea1_763880;Oprea1_831424;IFLab1_000577;SCHEMBL6318825;CHEMBL3334610;DTXSID20351187;HMS1413K05;STK353607;AKOS000115299;IDI1_008796;Acetamide, 2-cyano-N-(4-methylphenyl)-;BS-11722;PD139249;BB 0218802;CS-0218546;FT-0679380;EN300-01323;Z56812709;F0110-0023

Chemical Property of 2-cyano-N-(4-methylphenyl)acetamide

Chemical Property:

• Vapor Pressure: 1.53E-06mmHg at 25°C
• Boiling Point: 397.9°C at 760 mmHg
• Flash Point: 194.5°C
• PSA: 52.89000
• Density: 1.171g/cm³
• LogP: 1.92018
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 174.079312947
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

98%min ^*data from raw suppliers

2-Cyano-N-(4-methylphenyl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC(=O)CC#N
• Uses: 2-Cyano-N-(4-methylphenyl)acetamide is a useful synthetic intermediate. It is used in the synthesis of cyclohexyl-dihydrofuranamide and tetrasubstituted pyridopyrimidinones with antibacterial activies.

Technology Process of 2-cyano-N-(4-methylphenyl)acetamide

There total 6 articles about 2-cyano-N-(4-methylphenyl)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: 86.0%

p-toluidine (106-49-0,12221-03-3) + cyanoacetic acid (372-09-8) → 2-cyano-N-(4-methylphenyl)acetamide (6876-54-6)

Guidance literature:

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

DOI:10.1021/acs.jmedchem.7b00020

Reference yield: 70.0%

p-toluidine (106-49-0,12221-03-3) + ethyl 2-cyanoacetate (105-56-6) → 2-cyano-N-(4-methylphenyl)acetamide (6876-54-6)

Guidance literature:

In N,N-dimethyl-formamide; at 150 ℃; for 6h;

DOI:10.2174/1573406414666181109095239

Reference yield:

3-cyano-2-oxo-propanoic acid ethyl ester (56290-86-9) + p-toluidine (106-49-0,12221-03-3) → 2-cyano-N-(4-methylphenyl)acetamide (6876-54-6)

Guidance literature:

In N,N-dimethyl-formamide; for 5h; Reflux;

DOI:10.1039/d1ob00139f

upstream raw materials:

p-toluidine

ethyl 2-cyanoacetate

potassium cyanide

N-(p-tolyl)-2-chloroacetamide

Downstream raw materials:

2-cyano-3-(2-nitro-phenyl)-acrylic acid p-toluidide

2-(4-Oxo-3,4,5,6,7,8-hexahydro-benzo[4,5]thieno[2,3-d]pyrimidin-2-yl)-N-p-tolyl-acetamide

2-cyano-N-p-tolylethanethioamide

Dithiomalonsaeure-amid-p-toluidid