N-(2-bromophenyl)-2-(5-methylthiophen-2-yl)quinoline-4-carboxamide

Base Information

• Chemical Name: N-(2-bromophenyl)-2-(5-methylthiophen-2-yl)quinoline-4-carboxamide
• CAS No.: 4527-60-0
• Molecular Formula: C₁₂H₁₀O₂
• Molecular Weight: 186.21
• DSSTox Substance ID: DTXSID80361126
• Wikidata: Q82143276
• Mol file: 4527-60-0.mol

Synonyms:N-(2-bromophenyl)-2-(5-methylthiophen-2-yl)quinoline-4-carboxamide;Oprea1_450725;DTXSID80361126;STK376227;AKOS003269387;AK-968/12164595;N-(2-bromophenyl)-2-(5-methyl-2-thienyl)-4-quinolinecarboxamide;N~4~-(2-bromophenyl)-2-(5-methyl-2-thienyl)-4-quinolinecarboxamide

Chemical Property of N-(2-bromophenyl)-2-(5-methylthiophen-2-yl)quinoline-4-carboxamide

Chemical Property:

• Vapor Pressure: 2.65E-10mmHg at 25°C
• Boiling Point: 504.5°Cat760mmHg
• Flash Point: 258.9°C
• Density: 1.496g/cm³
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 422.00885
• Heavy Atom Count: 26
• Complexity: 504

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(S1)C2=NC3=CC=CC=C3C(=C2)C(=O)NC4=CC=CC=C4Br

Technology Process of N-(2-bromophenyl)-2-(5-methylthiophen-2-yl)quinoline-4-carboxamide

There total 11 articles about N-(2-bromophenyl)-2-(5-methylthiophen-2-yl)quinoline-4-carboxamide 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: 62.0%

2-Methoxy-5-methyl-5,6,7,8-tetrahydro-naphthalene-1-carboxylic acid → 5-methyl-1-naphthoic acid (4527-60-0)

Guidance literature:

With palladium on activated charcoal;

DOI:10.1016/S0040-4039(97)10462-2

Reference yield: 19.0%

carbon dioxide (124-38-9,18923-20-1) + 1-Methylnaphthalene (90-12-0,34475-76-8) → 4-Methyl-1-naphthoic acid (4488-40-8) + 5-methyl-1-naphthoic acid (4527-60-0)

Guidance literature:

With 2,3,6,7-tetramethoxy-9(10H)-anthracenone; caesium carbonate; In dimethyl sulfoxide; at 25 ℃; for 18h; under 2280.15 Torr; regioselective reaction; Irradiation; Sealed tube;

DOI:10.1016/j.chempr.2020.08.022

Reference yield:

5-methylnaphthalene-1-carboxylic acid tert-butyl ester (904923-37-1) → 5-methyl-1-naphthoic acid (4527-60-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 16h;

upstream raw materials:

carbon dioxide

1-bromo-5-methylnaphthalene

5-methyl-naphthalene-1-carboxylic acid ethyl ester

3-hydroxy-5-methylnaphthalene-1-carboxylic acid ethyl ester

Downstream raw materials:

(2-Imino-5-methyl-1,2-dihydro-benzo[cd]indol-6-yl)-methyl-[4-(4-nitro-benzenesulfonyl)-benzyl]-amine

(2-Imino-5-methyl-1,2-dihydro-benzo[cd]indol-6-yl)-methyl-[4-(morpholine-4-sulfonyl)-benzyl]-amine

[4-(4-Amino-benzenesulfonyl)-benzyl]-(2-imino-5-methyl-1,2-dihydro-benzo[cd]indol-6-yl)-methyl-amine

5-Methyl-6-{methyl-[4-(4-nitro-benzenesulfonyl)-benzyl]-amino}-1H-benzo[cd]indol-2-one

Refernces

• 1、 Bergonzini, Giulia,Brandt, Peter,Fricke, Florian,Johansson, Magnus J.,K?nig, Burkhard,Schmalzbauer, Matthias,Svejstrup, Thomas D.. "Redox-Neutral Photocatalytic C?H Carboxylation of Arenes and Styrenes with CO2". supporting information. p. 2658 - 2672. Retrieved 2020/10/07.
• 2、 Landreau, Cyrille A. S.,LePla, Rachel C.,Shipman, Michael,Slawin, Alexandra M. Z.,Hartley, John A.. "Delineating noncovalent interactions between the azinomycins and double-stranded DNA: Importance of the naphthalene substitution pattern on interstrand cross-linking efficiency". . p. 3505 - 3507. Retrieved 2007/10/03.