4-Chloro-7-methoxy-2-methylquinoline

Base Information

• Chemical Name: 4-Chloro-7-methoxy-2-methylquinoline
• CAS No.: 75896-68-3
• Molecular Formula: C11H10 Cl N O
• Molecular Weight: 207.65600
• Hs Code.: 2933499090
• European Community (EC) Number: 804-440-1
• DSSTox Substance ID: DTXSID50445366
• Wikidata: Q82263735
• Mol file: 75896-68-3.mol

Synonyms:4-Chloro-7-methoxy-2-methylquinoline;75896-68-3;4-chloro-7-methoxy-2-methyl-quinoline;MFCD09787735;2-METHYL-4-CHLORO-7-METHOXYQUINOLINE;Quinoline, 4-chloro-7-methoxy-2-methyl-;SCHEMBL859440;DTXSID50445366;AAEHSBUWUZTZJG-UHFFFAOYSA-N;BCP15856;AC1936;AKOS002683333;AB52110;AC-28307;CS-12023;SY035887;AM20061490;FT-0646526;EN300-1725174;4-Chloro-7-methoxy-2-methylquinoline, AldrichCPR;A865596

Chemical Property of 4-Chloro-7-methoxy-2-methylquinoline

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 83 - 84°C
• Boiling Point: 308.826oC at 760 mmHg
• Flash Point: 140.573oC
• PSA: 22.12000
• Density: 1.229g/cm3
• LogP: 3.20520
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 207.0450916
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-7-methoxy-2-methylquinoline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25-41
• Safety Statements: 26-39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C2C=CC(=CC2=N1)OC)Cl
• Uses: 4-Chloro-7-methoxy-2-methylquinoline (cas# 75896-68-3) is a useful reagent for preparing multi-substituted 4-anilinoquin(az)olines that have antiviral activity.

Technology Process of 4-Chloro-7-methoxy-2-methylquinoline

There total 6 articles about 4-Chloro-7-methoxy-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: 88.0%

7-methoxy-2-methylquinolin-4-ol (103624-90-4) → 4-chloro-7-methoxy-2-methylquinoline (75896-68-3)

Guidance literature:

With trichlorophosphate; at 110 ℃; for 3h;

DOI:10.1021/acs.joc.9b02780

Reference yield:

(E)-3-(3-Methoxy-phenylamino)-but-2-enoic acid ethyl ester (33240-22-1) → 4-chloro-7-methoxy-2-methylquinoline (75896-68-3) + 4-chloro-5-methoxy-2-methyl-quinoline (59611-54-0)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; Yield given. Multistep reaction. Yields of byproduct given; 1.) Dowtherm, 230 deg C, 30 min, 2.) 60 deg C, 2 h;

DOI:10.1021/jm980300f

Reference yield:

m-Anisidine (536-90-3,918666-97-4) → 4-chloro-7-methoxy-2-methylquinoline (75896-68-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 60.4 percent / AcOH / toluene / 8 h / Heating

2: 2.) POCl₃, PhNMe₂ / 1.) Dowtherm, 230 deg C, 30 min, 2.) 60 deg C, 2 h

With acetic acid; N,N-dimethyl-aniline; trichlorophosphate; In toluene;

DOI:10.1021/jm980300f

upstream raw materials:

7-methoxy-2-methylquinolin-4-ol

(E)-3-(3-Methoxy-phenylamino)-but-2-enoic acid ethyl ester

m-Anisidine

3-(3-methoxyphenylamino)but-2-enoic acid ethyl ester

Downstream raw materials:

2-Hydroxy-4-(7-methoxy-2-methyl-quinolin-4-ylamino)-benzoic acid ethyl ester; hydrochloride

4-(7-Methoxy-2-methyl-quinolin-4-ylamino)-benzoic acid ethyl ester; hydrochloride

7-methoxy-2-methylquinoline

7-hydroxy-2-methylquinoline