2-Amino-4-(4-chlorophenyl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile

Base Information

• Chemical Name: 2-Amino-4-(4-chlorophenyl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile
• CAS No.: 164026-59-9
• Molecular Formula: C₁₆H₁₄ClN₃
• Molecular Weight: 283.76
• DSSTox Substance ID: DTXSID70352886
• Wikidata: Q82130294
• Mol file: 164026-59-9.mol

Synonyms:164026-59-9;2-amino-4-(4-chlorophenyl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile;BUTTPARK 125\40-79;3-Quinolinecarbonitrile, 2-amino-4-(4-chlorophenyl)-5,6,7,8-tetrahydro-;Maybridge3_002730;HMS1438M02;Cambridge id 5581025;Oprea1_228587;DTXSID70352886;CCG-46115;MFCD00981477;STK095574;AKOS005203240;IDI1_014117;NCGC00276653-01;AB01277093-01;SR-01000635832-1;2-Amino-4-(4-chlorophenyl)-5,6,7,8-tetrahydro-3-quinolinecarbonitrile

Chemical Property of 2-Amino-4-(4-chlorophenyl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile

Chemical Property:

• Vapor Pressure: 4.76E-10mmHg at 25°C
• Melting Point: 258-259 °C(Solv: 1,4-dioxane (123-91-1); water (7732-18-5))
• Boiling Point: 497.9±45.0 °C(Predicted)
• PKA: 2.87±0.20(Predicted)
• Density: 1.33±0.1 g/cm3(Predicted)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 283.0876252
• Heavy Atom Count: 20
• Complexity: 382

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC2=C(C1)C(=C(C(=N2)N)C#N)C3=CC=C(C=C3)Cl

Technology Process of 2-Amino-4-(4-chlorophenyl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile

There total 1 articles about 2-Amino-4-(4-chlorophenyl)-5,6,7,8-tetrahydroquinoline-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:

4-chlorobenzaldehyde (104-88-1) → 2-amino-4-(4-chlorophenyl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile (164026-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine / ethanol / 1 h / 80 °C

2: ammonium acetate / benzene / 10 h / 100 °C

With piperidine; ammonium acetate; In ethanol; benzene;

DOI:10.1007/s11030-018-9897-1

Reference yield: 88.0%

2-amino-4-(4-chlorophenyl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile (164026-59-9) + butanone (78-93-3) → 5-(4-chlorophenyl)-2,3-dimethyl-6,7,8,9-tetrahydrobenzo[b][1,8]naphthyridin-4-amine (1450805-13-6)

Guidance literature:

With PPA; In toluene; for 4h; Reflux;

DOI:10.1002/cjoc.201201247

Reference yield: 87.0%

3-methyl-butan-2-one (563-80-4) + 2-amino-4-(4-chlorophenyl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile (164026-59-9) → 5-(4-chlorophenyl)-2-isopropyl-2-methyl-2,3,6,7,8,9-hexahydropyrimido[4,5-b]quinolin-4(1H)-one (1450805-29-4)

Guidance literature:

With sodium methylate; for 5h;

DOI:10.1002/cjoc.201201247

upstream raw materials:

4-chlorobenzaldehyde

Downstream raw materials:

11-(4-chlorophenyl)-2,3,6,7,8,9-hexahydro-1H-benzo[b]cyclopenta[g][1,8]naphthyridin-10-amine

5'-(4-chlorophenyl)-6',7',8',9'-tetrahydro-1'H-spiro-[cyclopentane-1,2'-pyrimido[4,5-b]quinolin]-4'(3'H)-one

12-(4-chlorophenyl)-1,2,3,4,7,8,9,10-octahydrodibenzo[b,g][1,8]naphthyridin-11-amine

5'-(4-chlorophenyl)-6',7',8',9'-tetrahydro-1'H-spiro[cyclohexane-1,2'-pyrimido[4,5-b]quinolin]-4'(3'H)-one