3-(2-Aminophenyl)-3-oxopropanenitrile

Base Information

• Chemical Name: 3-(2-Aminophenyl)-3-oxopropanenitrile
• CAS No.: 102908-42-9
• Molecular Formula: C9H8N2O
• Molecular Weight: 160.175
• DSSTox Substance ID: DTXSID90577438
• Wikidata: Q82467454
• Mol file: 102908-42-9.mol

Synonyms:3-(2-aminophenyl)-3-oxopropanenitrile;102908-42-9;2-AMINO-BETA-OXO-BENZENEPROPANENITRILE;SCHEMBL9693886;DTXSID90577438;AKOS006294089

Chemical Property of 3-(2-Aminophenyl)-3-oxopropanenitrile

Chemical Property:

• Boiling Point: 366.6±22.0 °C(Predicted)
• PKA: 6.93±0.10(Predicted)
• PSA: 66.88000
• Density: 1.203±0.06 g/cm3(Predicted)
• LogP: 1.94638
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 160.063662883
• Heavy Atom Count: 12
• Complexity: 216

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)CC#N)N

Technology Process of 3-(2-Aminophenyl)-3-oxopropanenitrile

There total 9 articles about 3-(2-Aminophenyl)-3-oxopropanenitrile 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: 84.0%

3-(2-Nitrophenyl)-3-oxopropionsaeurenitril (40017-83-2) → 3-(2-aminophenyl)-3-oxopropanenitrile (102908-42-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 3h; Sealed tube;

DOI:10.1021/acs.orglett.0c03011

Reference yield: 58.0%

acetonitrile (75-05-8,26809-02-9) + 2-ethoxycarbonylaniline (87-25-2) → 3-(2-aminophenyl)-3-oxopropanenitrile (102908-42-9)

Guidance literature:

With sodium methylate; at 88 ℃; for 4h;

Reference yield: 52.0%

1-(2-amino-phenyl)-2-bromo-ethanone (58585-01-6) + potassium cyanide (151-50-8) → 3-(2-aminophenyl)-3-oxopropanenitrile (102908-42-9)

Guidance literature:

In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.3987/com-97-7949

upstream raw materials:

3-(2-Nitrophenyl)-3-oxopropionsaeurenitril

1-(2-amino-phenyl)-2-bromo-ethanone

potassium cyanide

isatoic anhydride

Downstream raw materials:

4-oxo-2-phenyl-1,4-dihydroquinoline-3-carbonitrile

Refernces

• 1、 Lee, Seok Beom,Jang, Yoonkyung,Ahn, Jiwon,Chun, Simin,Oh, Dong-Chan,Hong, Suckchang. "One-Pot Synthesis of 4-Quinolone via Iron-Catalyzed Oxidative Coupling of Alcohol and Methyl Arene". supporting information. p. 8382 - 8386. Retrieved 2020/11/18.
• 2、 Knipe, Peter C.,Smith, Martin D.. "Enantioselective one-pot synthesis of dihydroquinolones via BINOL-derived Lewis acid catalysis". supporting information. p. 5094 - 5097. Retrieved 2014/07/08.