4,7-Dichloro-2-methylquinoline

Base Information

• Chemical Name: 4,7-Dichloro-2-methylquinoline
• CAS No.: 50593-69-6
• Molecular Formula: C10H7Cl2N
• Molecular Weight: 212.078
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID60357603
• Nikkaji Number: J89.572E
• Wikidata: Q82137578
• ChEMBL ID: CHEMBL1869051
• Mol file: 50593-69-6.mol

Synonyms:4,7-dichloro-2-methylquinoline;50593-69-6;MLS000767499;4,7-DICHLOROQUINALDINE;SCHEMBL4745343;CHEMBL1869051;DTXSID60357603;4,7-Dichloro-2-methyl-quinoline;QTYCALFKBCOYLW-UHFFFAOYSA-N;HMS2779B11;BBL000670;MFCD00272366;STK366091;AKOS002665070;AB05635;SMR000429731;VS-00660;CS-0094404;FT-0617283;Y10326

Chemical Property of 4,7-Dichloro-2-methylquinoline

Chemical Property:

• Vapor Pressure: 0.0019mmHg at 25°C
• Melting Point: 103.5-104 °C
• Refractive Index: 1.643
• Boiling Point: 301.3 °C at 760 mmHg
• PKA: 2.81±0.50(Predicted)
• Flash Point: 164.4 °C
• PSA: 12.89000
• Density: 1.351 g/cm³
• LogP: 3.85000
• Storage Temp.: 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 210.9955546
• Heavy Atom Count: 13
• Complexity: 186

Purity/Quality:

98%min ^*data from raw suppliers

4,7-dichloro-2-methylquinoline ^*data from reagent suppliers

Safty Information:

• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C2C=CC(=CC2=N1)Cl)Cl

Technology Process of 4,7-Dichloro-2-methylquinoline

There total 10 articles about 4,7-Dichloro-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: 80.0%

7-chloro-4-hydroxy-2-methylquinoline (15644-88-9) → 4,7-dichloro-2-methylquinoline (50593-69-6)

Guidance literature:

With trichlorophosphate; at 120 ℃; for 1h; Heating;

DOI:10.1002/jhet.5570340149

Reference yield: 64.0%

4,7-dichloroquinoline 1-oxide (1077-74-3) + methylmagnesium bromide (75-16-1) → 4,7-dichloro-2-methylquinoline (50593-69-6)

Guidance literature:

With copper(l) chloride; magnesium chloride; In diethyl ether; at 23 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol403631k

Reference yield:

3-chloro-aniline (108-42-9) → 4,7-dichloro-2-methylquinoline (50593-69-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 120 - 130 °C / Behandeln mit Paraldehyd; Trennung der Isomeren ueber die Pikrate

2: monoperoxyphthalic acid; diethyl ether; aqueous ammonia

3: phosphoryl chloride

With ammonium hydroxide; monoperoxyphthalic acid; diethyl ether; trichlorophosphate;

DOI:10.1039/jr9490002656

upstream raw materials:

7-chloro-4-hydroxy-2-methylquinoline

7-chloro-2-methylquinoline 1-oxide

ethyl 3-(3-chloro)anilino-2-butenoate

3-chloro-aniline

Downstream raw materials:

4-(7-chloro-2-methylquinolin-4-ylamino)-2-((diethylamino)methyl)phenol

N-(7-chloro-2-methylquinolin-4-yl)-N-(3-((diethylamino)methyl)-4-hydroxyphenyl)methanesulfonamide

N-(7-chloro-2-methylquinolin-4-yl)-N-(3-((diethylamino)methyl)-4-hydroxyphenyl)-3,5-dimethylbenzenesulfonamide

N-(7-chloro-2-methylquinolin-4-yl)-N-(3-((diethylamino)methyl)-4-hydroxyphenyl)-5-chlorothiophene-2-sulfonamide

Refernces

• 1、 Singh, Supriya,Roy, Kuldeep K.,Khan, Shaheb R.,Kashyap, Vivek Kr.,Sharma, Abhisheak,Jaiswal, Swati,Sharma, Sandeep K.,Krishnan, Manju Yasoda,Chaturvedi, Vineeta,Lal, Jawahar,Sinha, Sudhir,Gupta, Arnab D.,Srivastava, Ranjana,Saxena, Anil K.. "Novel, potent, orally bioavailable and selective mycobacterial ATP synthase inhibitors that demonstrated activity against both replicating and non-replicating M. tuberculosis". supporting information. p. 742 - 752. Retrieved 2015/02/19.
• 2、 -. "N-(3-((DIETHYLAMINO) METHYL)-4-HYDROXYPHENYL)-N-(QUINOLIN-4-YL) SULFONAMIDES FOR THE TREATMENT OF TUBERCULOSIS AND PROCESS OF PREPARATION THEREOF". Page/Page column 12. . Retrieved 2013/07/19.