2-Amino-4-(4-bromophenyl)-7,7-dimethyl-5-oxo-1-(p-tolyl)-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile

Base Information

• Chemical Name: 2-Amino-4-(4-bromophenyl)-7,7-dimethyl-5-oxo-1-(p-tolyl)-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile
• CAS No.: 311323-36-1
• Molecular Formula: C₂₅H₂₄BrN₃O
• Molecular Weight: 462.389
• European Community (EC) Number: 648-264-1
• Nikkaji Number: J2.451.712H
• Mol file: 311323-36-1.mol

Synonyms:311323-36-1;2-Amino-4-(4-bromophenyl)-7,7-dimethyl-5-oxo-1-(p-tolyl)-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile;2-amino-4-(4-bromophenyl)-7,7-dimethyl-1-(4-methylphenyl)-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile;AKOS001721576;AKOS022013988;SR-01000514896;SR-01000514896-1;2-amino-4-(4-bromophenyl)-7,7-dimethyl-1-(4-methylphenyl)-5-oxo-1,4,5,6,7,8-hexahydro-3-quinolinecarbonitrile

Chemical Property of 2-Amino-4-(4-bromophenyl)-7,7-dimethyl-5-oxo-1-(p-tolyl)-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile

Chemical Property:

• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 461.11027
• Heavy Atom Count: 30
• Complexity: 817

Purity/Quality:

2-AMINO-4-(4-BROMOPHENYL)-7,7-DIMETHYL-1-(4-METHYLPHENYL)-5-OXO-1,4,5,6,7,8-HEXAHYDRO-3-QUINOLINECARBONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)N2C3=C(C(C(=C2N)C#N)C4=CC=C(C=C4)Br)C(=O)CC(C3)(C)C

Technology Process of 2-Amino-4-(4-bromophenyl)-7,7-dimethyl-5-oxo-1-(p-tolyl)-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile

There total 4 articles about 2-Amino-4-(4-bromophenyl)-7,7-dimethyl-5-oxo-1-(p-tolyl)-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile 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: 98.0%

p-toluidine (106-49-0,12221-03-3) + dimedone (126-81-8) + 4-bromo-benzaldehyde (1122-91-4) + malononitrile (109-77-3) → 2-amino-4-(4-bromophenyl)-7,7-dimethyl-1-(4-methylphenyl)-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile (311323-36-1)

Guidance literature:

With zirconium(IV) hydrogenphosphate monohydrate; In neat (no solvent); at 80 ℃; for 2h; Green chemistry;

DOI:10.5560/ZNB.2013-2237

Reference yield: 96.0%

3-(p-tolylamino)-5,5-dimethylcyclohex-2-enone (36646-78-3) + 4-bromo-benzaldehyde (1122-91-4) + malononitrile (109-77-3) → 2-amino-4-(4-bromophenyl)-7,7-dimethyl-1-(4-methylphenyl)-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile (311323-36-1)

Guidance literature:

With 1-butyl-3-methylimidazolium Tetrafluoroborate; at 90 ℃; for 6h;

DOI:10.1016/j.tet.2007.03.068

Reference yield:

dimedone (126-81-8) → 2-amino-4-(4-bromophenyl)-7,7-dimethyl-1-(4-methylphenyl)-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile (311323-36-1)

Guidance literature:

Multi-step reaction with 2 steps

1: water / Reflux

2: 1,4-diaza-bicyclo[2.2.2]octane; tetraethylammonium bromide / water / 0.33 h / Reflux; Green chemistry

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

upstream raw materials:

3-(p-tolylamino)-5,5-dimethylcyclohex-2-enone

4-bromo-benzaldehyde

malononitrile

p-toluidine