2-(Chloromethyl)quinoline hydrochloride

Base Information

• Chemical Name: 2-(Chloromethyl)quinoline hydrochloride
• CAS No.: 3747-74-8
• Molecular Formula: C10H8ClN^.HCl
• Molecular Weight: 214.094
• Hs Code.: 29334900
• European Community (EC) Number: 223-145-3
• NSC Number: 72444
• DSSTox Substance ID: DTXSID30190908
• Mol file: 3747-74-8.mol

Synonyms:Quinoline,2-(chloromethyl)-, hydrochloride (6CI,7CI,8CI,9CI);2-(Chloromethyl)quinoline monohydrochloride;2-Chloromethylchinoline hydrochloride;

Chemical Property of 2-(Chloromethyl)quinoline hydrochloride

Chemical Property:

• Appearance/Colour: Pale yellow to cream or light pink powder
• Vapor Pressure: 0.148mmHg at 25°C
• Melting Point: 183-187 °C(lit.)
• Boiling Point: 288.8 °C at 760 mmHg
• Flash Point: 155.9 °C
• PSA: 12.89000
• Density: 1.229g/cm3
• LogP: 3.77560
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 213.0112047
• Heavy Atom Count: 13
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

2-Chloromethylquinoline Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-38-41-43-36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=N2)CCl.Cl
• Uses: 2-(Chloromethyl)quinoline Hydrochloride, is a substituted Quinoline building block for the synthesis of various pharmaceutical and biologically active compounds. It can also be used for the preparation of Quinoline-based fluorescent zinc sensors, used as fluorescent probes.

Technology Process of 2-(Chloromethyl)quinoline hydrochloride

There total 2 articles about 2-(Chloromethyl)quinoline hydrochloride 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:

2-methylquinoline (91-63-4) → 2-(dichloromethyl)quinoline (4032-52-4) + 2-(chloromethyl)quinoline monohydrochloride (3747-74-8)

Guidance literature:

2-methylquinoline; With sodium carbonate monohydrate; sodium carbonate; at 35 ℃;

With chlorine; at 35 - 40 ℃; for 3h;

With hydrogenchloride; In water; Solvent; Reagent/catalyst;

DOI:10.1021/op0000677

Reference yield:

methanol (67-56-1) + quinoline hydrochloride (530-64-3) → 2-(chloromethyl)quinoline monohydrochloride (3747-74-8)

Guidance literature:

With sodium hydroxide; In water; for 0.25h;

DOI:10.1128/AAC.02529-15

Reference yield: 99.0%

4-(5-(pyridin-4-yl)-1H-imidazol-1-yl)phenol (898564-56-2) + 2-(chloromethyl)quinoline monohydrochloride (3747-74-8) → 2-((4-(5-(pyridin-4-yl)-1H-imidazol-1-yl)phenoxy)methyl)quinoline

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; at 23 ℃; for 24h;

upstream raw materials:

2-methylquinoline

methanol

quinoline hydrochloride

Downstream raw materials:

4-(quinolin-2-yl-methoxy)phenylacetic acid

[4-(quinolin-2-ylmethoxy)phenyl]methanol

2-[4-(Quinolin-2-yl-methoxy)phenyl]-acetonitrile

4-<(2-quinolinylmethyl)thio>phenol

Refernces

• 1、 Bridge, Andrew W.,Jones, Ronald H.,Kabir, Humayun,Kee, Alex A.,Lythgoe, David J.,Nakach, Mustafa,Pemberton, Clive,Wrightman, John A.. "The process development of RG 12525 (2-{[4-(Tetrazol-5-ylmethylphenyl)-methoxy]phenoxymethyl}quinoline)". . p. 9 - 15. Retrieved 2013/09/07.