2-[(5,5-Dimethyl-3-oxocyclohex-1-en-1-yl)amino]benzonitrile

Base Information

• Chemical Name: 2-[(5,5-Dimethyl-3-oxocyclohex-1-en-1-yl)amino]benzonitrile
• CAS No.: 145657-28-9
• Molecular Formula: C15H16 N2 O
• Molecular Weight: 240.3003
• DSSTox Substance ID: DTXSID40163128
• Nikkaji Number: J2.951.509C
• Wikidata: Q83031983
• ChEMBL ID: CHEMBL3301763
• Mol file: 145657-28-9.mol

Synonyms:145657-28-9;2-[(5,5-dimethyl-3-oxocyclohex-1-en-1-yl)amino]benzonitrile;Benzonitrile, 2-((5,5-dimethyl-3-oxo-1-cyclohexen-1-yl)amino)-;2-[(5,5-dimethyl-3-oxocyclohexen-1-yl)amino]benzonitrile;MFCD00170560;3-(2-Cyanoanilino)-5,5-dimethyl-2-cyclohexen-1-one;2-((5,5-Dimethyl-3-oxo-1-cyclohexen-1-yl)amino)benzonitrile;CBMicro_004989;CHEMBL3301763;DTXSID40163128;SMSF0003538;STK368084;2-((5,5-DIMETHYL-3-OXOCYCLOHEX-1-ENYL)AMINO)BENZENECARBONITRILE;AKOS005445070;CB06991;MS-6462;NCGC00245552-01;EN300-302501;2-[(5,5-DIMETHYL-3-OXO-1-CYCLOHEXENYL)AMINO]BENZONITRILE

Chemical Property of 2-[(5,5-Dimethyl-3-oxocyclohex-1-en-1-yl)amino]benzonitrile

Chemical Property:

• Vapor Pressure: 1.61E-06mmHg at 25°C
• Boiling Point: 397.3°Cat760mmHg
• Flash Point: 194.1°C
• PSA: 52.89000
• Density: 1.14g/cm³
• LogP: 3.31618
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 240.126263138
• Heavy Atom Count: 18
• Complexity: 414

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(CC(=CC(=O)C1)NC2=CC=CC=C2C#N)C

Technology Process of 2-[(5,5-Dimethyl-3-oxocyclohex-1-en-1-yl)amino]benzonitrile

There total 1 articles about 2-[(5,5-Dimethyl-3-oxocyclohex-1-en-1-yl)amino]benzonitrile 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: 93.0%

dimedone (126-81-8) + anthranilic acid nitrile (1885-29-6) → N-(5,5-dimethyl-3-oxo-cyclohexen-1-yl)-2-aminobenzonitrile (145657-28-9)

Guidance literature:

With hydrogenchloride; In water; at 70 - 80 ℃; for 0.5h;

DOI:10.1080/00397911003797775

Reference yield: 92.0%

N-(5,5-dimethyl-3-oxo-cyclohexen-1-yl)-2-aminobenzonitrile (145657-28-9) + 2-(4-methoxyphenylmethylene)malononitrile (2826-26-8) → 5-amino-8-(4-methoxyphenyl)-11,11-dimethyl-9-oxo-9,10,11,12-tetrahydro-8H-quinolino[1,2-a]quinazoline-7-carbonitrile

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In 1,4-dioxane; for 6h; Reagent/catalyst; Reflux;

DOI:10.1002/jhet.2341

Reference yield: 78.0%

N-(5,5-dimethyl-3-oxo-cyclohexen-1-yl)-2-aminobenzonitrile (145657-28-9) → 9-amino-3,3-dimethyl-1,2,3,4-tetrahydroacridin-1-one (775292-86-9,130186-64-0)

Guidance literature:

With potassium carbonate; copper(l) chloride; In tetrahydrofuran; for 12h; Reflux;

DOI:10.1080/00397910802656042

upstream raw materials:

dimedone

anthranilic acid nitrile

Downstream raw materials:

9-amino-3,3-dimethyl-1,2,3,4-tetrahydroacridin-1-one

Refernces

• 1、 Han, Guang-Fan,Wang, Rui-Hua,Zhang, Wen-Tao,Zhao, Yu-Yuan,Xing, Zheng,Dai, Wei. "Synthesis and crystal structure of 7,8-dihydroquinolino[2,3-a]acridine derivatives". experimental part. p. 2492 - 2505. Retrieved 2009/12/06.