2,6-Dimethylquinolin-4-ol

Base Information

• Chemical Name: 2,6-Dimethylquinolin-4-ol
• CAS No.: 15644-82-3
• Molecular Formula: C11H11 N O
• Molecular Weight: 173.214
• Hs Code.: 2933499090
• European Community (EC) Number: 625-761-1
• NSC Number: 139469
• DSSTox Substance ID: DTXSID00935449
• Nikkaji Number: J3.274.806F
• Wikidata: Q72472026
• ChEMBL ID: CHEMBL1364096
• Mol file: 15644-82-3.mol

Synonyms:2,6-dimethylquinolin-4-ol;15644-82-3;2,6-Dimethyl-4-hydroxyquinoline;2,6-Dimethyl-4-quinolinol;25428-07-3;2,6-dimethyl-1H-quinolin-4-one;2,6-dimethylquinolin-4(1H)-one;MFCD00272319;4-HYDROXY-2,6-DIMETHYLQUINOLINE;NSC139469;2,6-dimethyl-4-quinolone;Oprea1_655189;SCHEMBL3760247;CHEMBL1364096;LSWRRPBOJDRHSV-UHFFFAOYSA-;DTXSID00935449;LSWRRPBOJDRHSV-UHFFFAOYSA-N;KUC100221N;KUC100221;STK711592;STL131913;AKOS002273146;AKOS005739037;AB05586;NSC-139469;SB67595;4-Hydroxy-2,6-dimethylquinoline, 97%;NCGC00160039-01;2,6-DIMETHYL-4(1H)-QUINOLINONE;CS-0084829;FT-0610693;D74571;EN300-108368;A809748;AF-753/00295036;SR-01000485166;J-650150;SR-01000485166-1;Z2106608263;InChI=1/C11H11NO/c1-7-3-4-10-9(5-7)11(13)6-8(2)12-10/h3-6H,1-2H3,(H,12,13)

Chemical Property of 2,6-Dimethylquinolin-4-ol

Chemical Property:

• Vapor Pressure: 0.00121mmHg at 25°C
• Melting Point: 283-287 ºC
• Boiling Point: 299.3 °C at 760 mmHg
• Flash Point: 128.8 °C
• PSA: 33.12000
• Density: 1.107 g/cm3
• LogP: 2.55720
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 173.084063974
• Heavy Atom Count: 13
• Complexity: 257

Purity/Quality:

98%min ^*data from raw suppliers

2,6-dimethylquinolin-4-ol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC(=CC2=O)C

Technology Process of 2,6-Dimethylquinolin-4-ol

There total 9 articles about 2,6-Dimethylquinolin-4-ol 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:

ethyl acetoacetate (141-97-9) + p-toluidine (106-49-0,12221-03-3) → 2,6-dimethyl-quinolin-4-ol (15644-82-3)

Guidance literature:

With hydrogenchloride; sulfuric acid; acetic anhydride; Multistep reaction;

Reference yield:

methyl 3-p-tolylaminocrotonate → 2,6-dimethyl-quinolin-4-ol (15644-82-3)

Guidance literature:

With paraffin oil; at 255 - 260 ℃;

DOI:10.1021/jo01176a015

Reference yield:

2,6-dimethyl-4-methoxyquinoline (75896-58-1) → 2,6-dimethyl-quinolin-4-ol (15644-82-3)

Guidance literature:

With sodium methylate; at 150 - 155 ℃;

upstream raw materials:

2,6-dimethyl-4-methoxyquinoline

ethyl 3-(p-tolylamino)but-2-enoate

acetic anhydride

4-Methylacetanilide

Downstream raw materials:

4-{[1-(4-Hydroxy-phenyl)-meth-(E)-ylidene]-amino}-benzoic acid 2,6-dimethyl-quinolin-4-yl ester

4-{[1-(4-Dimethylamino-phenyl)-meth-(E)-ylidene]-amino}-benzoic acid 2,6-dimethyl-quinolin-4-yl ester

4-{[1-(4-Acetylamino-phenyl)-meth-(E)-ylidene]-amino}-benzoic acid 2,6-dimethyl-quinolin-4-yl ester

4-{[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-amino}-benzoic acid 2,6-dimethyl-quinolin-4-yl ester

Refernces

• 1、 Phummarin, Narisa,Boshoff, Helena I.,Tsang, Patricia S.,Dalton, James,Wiles, Siouxsie,Barry, Clifton E.,Copp, Brent R.. "SAR and identification of 2-(quinolin-4-yloxy)acetamides as Mycobacterium tuberculosis cytochrome bc 1 inhibitors". . p. 2122 - 2127. Retrieved 2016/11/18.
• 2、 Desai,Desai, Pratibha,Machhi, Dilip,Desai,Patel, Dinesh. "Quinoline derivatives as antitubercular/antibacterial agents". . p. 871 - 873. Retrieved 2007/10/03.