2-Chloro-8-methylquinoline-3-carbaldehyde

Base Information

• Chemical Name: 2-Chloro-8-methylquinoline-3-carbaldehyde
• CAS No.: 73568-26-0
• Molecular Formula: C11H8ClNO
• Molecular Weight: 205.644
• Hs Code.: 29334990
• European Community (EC) Number: 626-711-1
• DSSTox Substance ID: DTXSID90351038
• Nikkaji Number: J1.117.028E
• Wikidata: Q72455198
• ChEMBL ID: CHEMBL4436994
• Mol file: 73568-26-0.mol

Synonyms:2-chloro-8-methylquinoline-3-carbaldehyde;73568-26-0;2-Chloro-8-methyl-3-quinoline carboxaldehyde;2-Chloro-8-methylquinoline-3-carboxaldehyde;2-chloro-8-methyl-3-quinolinecarbaldehyde;2-Chloro-8-methyl-quinoline-3-carbaldehyde;2-Chloro-3-formyl-8-methylquinoline;2-Chloro-8-methyl-3-quinolinecarbaldehyde;2-Chloro-8-methyl quinoline-3-carboxaldehyde;3-Quinolinecarboxaldehyde, 2-chloro-8-methyl-;SCHEMBL458716;CHEMBL4436994;DTXSID90351038;AMY37901;BCP33176;2-chloro-3-formyl-8-methylquinoline;BBL020150;MFCD02227041;STK711038;AKOS000115225;SB68615;AS-64990;BP-12391;2-chloro-8-methylquinoline 3-carbaldehyde;2-chloro-8-methyl quinoline-3-carbaldehyde;2-chloro-8-methyl-3-quinoline carbaldehyde;2-chloro-8-methylquinoline 3-carbalde-hyde;2-chloro-8-methylquinoline-3-carb-aldehyde;C3109;CS-0021510;EN300-01131;Y10248;2-Chloro-8-methylquinoline-3-carboxaldehyde, 98%;A866069;Z56836894;F0805-0001

Chemical Property of 2-Chloro-8-methylquinoline-3-carbaldehyde

Chemical Property:

• Appearance/Colour: Yellow to yellow-brown crystalline powder
• Vapor Pressure: 4.28E-05mmHg at 25°C
• Melting Point: 138-141 ºC
• Refractive Index: 1.672
• Boiling Point: 350.8 ºC at 760 mmHg
• PKA: -1.29±0.50(Predicted)
• Flash Point: 166 ºC
• PSA: 29.96000
• Density: 1.312 g/cm³
• LogP: 3.00910
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 205.0294416
• Heavy Atom Count: 14
• Complexity: 221

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-8-methylquinoline-3-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)C=C(C(=N2)Cl)C=O
• Uses: 2-Chloro-8-methylquinoline-3-carboxaldehyde acts as a reagent in the synthesis of 2-Azetidinones from 2-chloro-8-Me-3-quinolinecarbaldehyde as potential antimicrobial agents, preparation and antibacterial activity of thiazoloquinoline Schiff bases as potential antibacterial agents.

Technology Process of 2-Chloro-8-methylquinoline-3-carbaldehyde

There total 9 articles about 2-Chloro-8-methylquinoline-3-carbaldehyde 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: 85.0%

N-(2-methylphenyl)acetamide (120-66-1) + (4,6-dichloro-[1,3,5]triazin-2-yloxymethylene)-dimethyl-ammonium; chloride → 2-chloro-8-methyl-quinoline-3-carbaldehyde (73568-26-0)

Guidance literature:

In dichloromethane; for 11h; Reflux;

DOI:10.1016/j.tetlet.2015.07.056

Reference yield: 77.0%

N-(2-methylphenyl)acetamide (120-66-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-chloro-8-methyl-quinoline-3-carbaldehyde (73568-26-0)

Guidance literature:

With trichlorophosphate; at 80 - 90 ℃; for 16h;

Reference yield: 67.0%

N-(2-methylphenyl)acetamide (120-66-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-chloro-8-methyl-quinoline-3-carbaldehyde (73568-26-0) + N,N-dimethyl-N'-o-methylphenylformamidine (10278-71-4) + (E)-3-Dimethylamino-2-formyl-N-o-tolyl-acrylamide (78708-01-7)

Guidance literature:

With trichlorophosphate; at 75 ℃; for 15.5h; further temperature;

DOI:10.1039/P19810001520

upstream raw materials:

N-(2-methylphenyl)acetamide

N,N-dimethyl-formamide

o-toluidine

acetic anhydride

Downstream raw materials:

2-chloro-8-methylquinoline-3-carboxylic acid

6-methyl-2-phenylquinoline-3-carbaldehyde

Refernces

• 1、 Bazine, Ismahene,Bendjedid, Samira,Boukhari, Abbes. "Potential antibacterial and antifungal activities of novel sulfamidophosphonate derivatives bearing the quinoline or quinolone moiety". . . Retrieved 2020/12/09.
• 2、 Nesaragi, Aravind R.,Kamble, Ravindra R.,Bayannavar, Praveen K.,Shaikh, Saba Kauser J.,Hoolageri, Swati R.,Kodasi, Barnabas,Joshi, Shrinivas D.,Kumbar, Vijay M.. "Microwave assisted regioselective synthesis of quinoline appended triazoles as potent anti-tubercular and antifungal agents via copper (I) catalyzed cycloaddition". supporting information. . Retrieved 2021/04/12.