4-Chloro-2-methylquinoline

Base Information

• Chemical Name: 4-Chloro-2-methylquinoline
• CAS No.: 4295-06-1
• Molecular Formula: C10H8ClN
• Molecular Weight: 177.633
• Hs Code.: 2933499090
• European Community (EC) Number: 224-300-8
• NSC Number: 89752
• DSSTox Substance ID: DTXSID10195572
• Nikkaji Number: J29.106D
• Wikidata: Q72455155
• ChEMBL ID: CHEMBL1619469
• Mol file: 4295-06-1.mol

Synonyms:4-Chloro-2-methylquinoline;4295-06-1;4-Chloroquinaldine;Quinoline, 4-chloro-2-methyl-;2-Methyl-4-chloroquinoline;4-chloro-2-methyl-quinoline;Quinaldine, 4-chloro-;MFCD00006757;NSC89752;4-chloro-quinaldine;4-Chloroquinaldine, 99%;SCHEMBL318704;CHEMBL1619469;DTXSID10195572;EINECS 224-300-8;NSC 89752;NSC-89752;Quinoline, 4(?)-chloro-2-methyl-;AKOS000265048;AM85768;CS-W017355;SB67510;NCGC00247238-01;AC-27355;SY057052;TS-02475;AI3-12127;C2901;FT-0618261;EN300-27782;F19173;AO-080/40918325;J-803021;F1905-0053

Chemical Property of 4-Chloro-2-methylquinoline

Chemical Property:

• Vapor Pressure: 0.012mmHg at 25°C
• Melting Point: 39 °C
• Refractive Index: n20/D 1.622(lit.)
• Boiling Point: 269.499 °C at 760 mmHg
• PKA: 4.40±0.50(Predicted)
• Flash Point: 140.245 °C
• PSA: 12.89000
• Density: 1.225 g/cm³
• LogP: 3.19660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.5
• 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-?Chloroquinaldine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2C(=C1)Cl
• Uses: 4-Chloroquinaldine is used in the preparation of 4-phenyl-hydrazinoquinaldine

Technology Process of 4-Chloro-2-methylquinoline

There total 23 articles about 4-Chloro-2-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: 93.0%

4-hydroxy-2-methylquinoline (607-67-0) → 4-chloro-2-methylquinoline (4295-06-1)

Guidance literature:

With trichlorophosphate; at 80 ℃; for 5h;

Reference yield: 90.0%

4-chloroquinoline (611-35-8) + methyllithium (917-54-4) → 4-chloro-2-methylquinoline (4295-06-1)

Guidance literature:

4-chloroquinoline; methyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 4h;

With ammonium cerium(IV) nitrate; In water; acetone; for 0.5h;

DOI:10.1021/jo034758n

Reference yield: 70.0%

4-hydroxy-2-methylquinoline (607-67-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-methyl-3-formyl-4-hydroxyquinoline (34547-93-8) + 4-chloro-2-methylquinoline (4295-06-1) + 4-chloro-3-formyl-2-(2-hydroxyethen-1-yl)quinoline

Guidance literature:

With trichlorophosphate; for 15h; Heating;

upstream raw materials:

2-methylquinoline N-oxide

2-methyl-1H-quinolin-4-one

sulfuryl dichloride

phosphorus pentachloride

Downstream raw materials:

4-chloro-2-(2-(2,3-difluorophenyl)ethyl)quinoline

1-(2-methylquinolin-4-yl)-5-phenylpentan-3-one

N-[3-methoxy-5-(trifluoromethyl)phenyl]-2-methylquinolin-4-amine hydrochloride

4-hydroxy-2-methylquinoline

Refernces

• 1、 Wang, Ming-Qi,Wang, Zi-Yu,Yang, Yi-Fan,Ren, Gui-Ying,Liu, Xiao-Ning,Li, Shuo,Wei, Jian-Wei,Zhang, Lan. "Development of a light-up fluorescent probe for HRAS G-quadruplex DNA". . p. 3296 - 3300. Retrieved 2017.
• 2、 Hu, Ming-Hao,Guo, Rui-Jun,Chen, Shuo-Bin,Huang, Zhi-Shu,Tan, Jia-Heng. "Development of an engineered carbazole/thiazole orange conjugating probe for G-quadruplexes". . p. 191 - 199. Retrieved 2017.
• 3、 -. "A ortho position alkylation method of organic compound containg pyridine". Paragraph 0108-0116. . Retrieved 2020/12/05.
• 4、 Huang, Guang,Murillo Solano, Claribel,Melendez, Joel,Shaw, Justin,Collins, Jennifer,Banks, Robert,Arshadi, Arash Keshavarzi,Boonhok, Rachasak,Min, Hui,Miao, Jun,Chakrabarti, Debopam,Yuan, Yu. "Synthesis, Structure-Activity Relationship, and Antimalarial Efficacy of 6-Chloro-2-arylvinylquinolines". . p. 11756 - 11785. Retrieved 2020/11/26.