4-Chloro-7-methylquinoline

Base Information

• Chemical Name: 4-Chloro-7-methylquinoline
• CAS No.: 63136-61-8
• Molecular Formula: C10H8ClN
• Molecular Weight: 177.633
• Hs Code.: 2933499090
• European Community (EC) Number: 804-037-0
• DSSTox Substance ID: DTXSID20489636
• Wikidata: Q72455192
• Mol file: 63136-61-8.mol

Synonyms:4-Chloro-7-methylquinoline;63136-61-8;Quinoline, 4-chloro-7-methyl-;MFCD09752823;4-chloro-7-methyl-quinoline;SCHEMBL317506;DTXSID20489636;SLBWENCMEQRYEG-UHFFFAOYSA-N;AKOS006283018;AB51456;4-Chloro-7-methylquinoline, AldrichCPR;AC-28306;AS-59931;SY227426;CS-0257745;FT-0751395;Methyl5-(1-piperidinyl)-2-pyrazinecarboxylate;EN300-6764260

Chemical Property of 4-Chloro-7-methylquinoline

Chemical Property:

• Vapor Pressure: 0.00848mmHg at 25°C
• Boiling Point: 275.6oC at 760 mmHg
• Flash Point: 147°C
• PSA: 12.89000
• Density: 1.225g/cm³
• LogP: 3.19660
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 177.0345270
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

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

4-Chloro-7-methylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=NC=CC(=C2C=C1)Cl
• Uses: 4-Chloro-7-methylquinoline is a reagent in the synthesis of certain 4-aminoquinoline derivatives used as antimalarials.

Technology Process of 4-Chloro-7-methylquinoline

There total 14 articles about 4-Chloro-7-methylquinoline 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: 88.0%

7-methylquinolin-4(1H)-one (93919-55-2) → 4-chloro-7-methyl-quinoline (63136-61-8)

Guidance literature:

With trichlorophosphate; at 60 ℃; for 2.5h;

DOI:10.1016/j.bmcl.2012.01.096

Reference yield: 59.0%

4-hydroxy-7-methylquinoline (82121-08-2) → 4-chloro-7-methyl-quinoline (63136-61-8)

Guidance literature:

With trichlorophosphate; In chloroform; at 0 ℃; for 3h; Reflux;

Reference yield:

7-methylquinoline N-oxide (4053-43-4) → 2-chloro-7-methyl-quinoline (4295-12-9) + 4-chloro-7-methyl-quinoline (63136-61-8)

Guidance literature:

With trichlorophosphate;

DOI:10.1021/ja01212a011

upstream raw materials:

7-methylquinoline N-oxide

4-hydroxy-7-methylquinoline

2,2-dimethyl-5-(m-tolylamino-methylene)-[1,3]dioxane-4,6-dione

8-chloro-7-methyl-quinolin-4-ol

Downstream raw materials:

chloroquine

Refernces

• 1、 Nsumiwa, Samkele,Kuter, David,Wittlin, Sergio,Chibale, Kelly,Egan, Timothy J.. "Structure-activity relationships for ferriprotoporphyrin IX association and β-hematin inhibition by 4-aminoquinolines using experimental and ab initio methods". supporting information. p. 3738 - 3748. Retrieved 2013/07/19.
• 2、 Madrid, Peter B.,Sherrill, John,Liou, Ally P.,Weisman, Jennifer L.,DeRisi, Joseph L.,Guy, R. Kiplin. "Synthesis of ring-substituted 4-aminoquinolines and evaluation of their antimalarial activities". . p. 1015 - 1018. Retrieved 2007/10/03.