2-Amino-7,7-dimethyl-5-oxo-1,4-diphenyl-1,4,5,6,7,8-hexahydro-3-quinolinecarbonitrile

Base Information

• Chemical Name: 2-Amino-7,7-dimethyl-5-oxo-1,4-diphenyl-1,4,5,6,7,8-hexahydro-3-quinolinecarbonitrile
• CAS No.: 156496-74-1
• Molecular Formula: C₂₄H₂₃N₃O
• Molecular Weight: 369.466
• European Community (EC) Number: 648-247-9
• Nikkaji Number: J583.293D
• ChEMBL ID: CHEMBL1303679
• Mol file: 156496-74-1.mol

Synonyms:2-amino-7,7-dimethyl-5-oxo-1,4-diphenyl-1,4,5,6,7,8-hexahydro-3-quinolinecarbonitrile;2-Amino-7,7-dimethyl-5-oxo-1,4-diphenyl-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile;156496-74-1;Oprea1_673473;MLS000550593;CHEMBL1303679;XINMPGIIQPVXES-UHFFFAOYSA-N;HMS2359E06;AKOS024407934;2-amino-7,7-dimethyl-5-oxo-1,4-diphenyl-6,8-dihydro-4H-quinoline-3-carbonitrile;SMR000114196;AG-205/36734020;SR-01000513725;SR-01000513725-1;1,4-Diphenyl-2-amino-5-oxo-7,7-dimethyl-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile

Chemical Property of 2-Amino-7,7-dimethyl-5-oxo-1,4-diphenyl-1,4,5,6,7,8-hexahydro-3-quinolinecarbonitrile

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 369.184112366
• Heavy Atom Count: 28
• Complexity: 754

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(CC2=C(C(C(=C(N2C3=CC=CC=C3)N)C#N)C4=CC=CC=C4)C(=O)C1)C

Technology Process of 2-Amino-7,7-dimethyl-5-oxo-1,4-diphenyl-1,4,5,6,7,8-hexahydro-3-quinolinecarbonitrile

There total 3 articles about 2-Amino-7,7-dimethyl-5-oxo-1,4-diphenyl-1,4,5,6,7,8-hexahydro-3-quinolinecarbonitrile 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: 97.0%

5,5-dimethyl-3-(phenylamino)cyclohex-2-en-1-one (18940-21-1) + benzaldehyde (100-52-7) + malononitrile (109-77-3) → 2-amino-7,7-dimethyl-5-oxo-1,4-diphenyl-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile (156496-74-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; at 80 ℃; for 0.05h; Microwave irradiation;

DOI:10.1007/s00706-011-0651-y

Reference yield:

dimedone (126-81-8) → 2-amino-7,7-dimethyl-5-oxo-1,4-diphenyl-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile (156496-74-1)

Guidance literature:

Multi-step reaction with 2 steps

1: water / Reflux

2: 1,4-diaza-bicyclo[2.2.2]octane; tetraethylammonium bromide / water / 0.25 h / Reflux; Green chemistry

With 1,4-diaza-bicyclo[2.2.2]octane; tetraethylammonium bromide; In water;

Reference yield:

aniline (62-53-3) → 2-amino-7,7-dimethyl-5-oxo-1,4-diphenyl-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile (156496-74-1)

Guidance literature:

Multi-step reaction with 2 steps

1: water / Reflux

2: 1,4-diaza-bicyclo[2.2.2]octane; tetraethylammonium bromide / water / 0.25 h / Reflux; Green chemistry

With 1,4-diaza-bicyclo[2.2.2]octane; tetraethylammonium bromide; In water;

upstream raw materials:

5,5-dimethyl-3-(phenylamino)cyclohex-2-en-1-one

benzaldehyde

malononitrile

dimedone