4-Chloro-2-(chloromethyl)pyridine

Base Information

• Chemical Name: 4-Chloro-2-(chloromethyl)pyridine
• CAS No.: 10177-21-6
• Molecular Formula: C6H5Cl2N
• Molecular Weight: 162.018
• Hs Code.: 2933399090
• European Community (EC) Number: 862-278-7
• DSSTox Substance ID: DTXSID20516572
• Nikkaji Number: J1.350.466K
• Wikidata: Q82378048
• Mol file: 10177-21-6.mol

Synonyms:4-chloro-2-(chloromethyl)pyridine;10177-21-6;Pyridine, 4-chloro-2-(chloromethyl)-;4-chloropicolinyl chloride;CHEMPACIFIC 38137;4- chloropicolinyl chloride;4-chloropicolyl hydrochloride;SCHEMBL509733;2-chloromethyl-4-chloropyridine;4-Chloro-2-chloromethylpyridine;4-chloro-2-chloromethyl pyridine;DTXSID20516572;LMYLEZYGXCVCEY-UHFFFAOYSA-N;MFCD07774098;AKOS006346445;AB42295;4-CHLORO-2-CHLOROMETHYL-PYRIDINE;BS-19118;SY069717;AM20050618;FT-0718650;EN300-89521;C13998

Chemical Property of 4-Chloro-2-(chloromethyl)pyridine

Chemical Property:

• Vapor Pressure: 0.207mmHg at 25°C
• Boiling Point: 216.3oC at 760 mmHg
• PKA: 2.01±0.10(Predicted)
• Flash Point: 105.1oC
• PSA: 12.89000
• Density: 1.324g/cm3
• LogP: 2.47380
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 160.9799046
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-2-(chloromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1Cl)CCl
• Uses: 4-Chloro-2-(chloromethyl)pyridine is an intermediate in the synthesis of 1-(4-Chloropyridin-2-yl)-N-methylmethanamine (C380680), which is used in the preparation of indole derivatives as inhibitors between MDM2 and p53 interactions.

Technology Process of 4-Chloro-2-(chloromethyl)pyridine

There total 10 articles about 4-Chloro-2-(chloromethyl)pyridine 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: 98.2%

(4-chloropyridin-2-yl)methanol (63071-10-3) → 4-chloro-2-chloromethyl pyridine (10177-21-6)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 ℃; for 5.5h; Cooling with ice;

Reference yield: 35.0%

4-chloro-2-picoline-N-oxide (696-08-2) → 4-chloro-2-chloromethyl pyridine (10177-21-6)

Guidance literature:

With p-toluenesulfonyl chloride; In 1,4-dioxane; for 16h; Heating;

DOI:10.1016/0040-4020(82)80106-3

Reference yield:

2-(chloromethyl)pyridine N-oxide hydrochloride (20979-34-4) → 2-chloromethylpyridine (4377-33-7) + α,α-dichloropicoline (4377-35-9) + 4-chloro-2-chloromethyl pyridine (10177-21-6) + 6-chloro-2-chloromethylpyridine (78846-88-5)

Guidance literature:

With trichlorophosphate; In toluene; for 4h; Heating;

DOI:10.1016/0040-4020(82)80106-3

upstream raw materials:

4-chloro-2-picoline-N-oxide

2-(chloromethyl)pyridine N-oxide hydrochloride

(4-chloropyridin-2-yl)methanol

(4-chloropyridin-2-yl)methyl acetate

Downstream raw materials:

Thiophosphoric acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-chloro-pyridin-2-ylmethyl) ester O'-(2-cyano-ethyl) ester

Dithiophosphoric acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-chloro-pyridin-2-ylmethyl) ester O'-(2-cyano-ethyl) ester

(4-chloropyridin-2-yl)methanamine

N-phenyl-4-chloro-2-pyridinecarboxamide