2-Chloromethyl-3,4-dimethoxypyridinium chloride

Base Information

• Chemical Name: 2-Chloromethyl-3,4-dimethoxypyridinium chloride
• CAS No.: 72830-09-2
• Molecular Formula: C8H11Cl2NO2
• Molecular Weight: 224.087
• Hs Code.: 2933399090
• Mol file: 72830-09-2.mol

Synonyms:Pyridine,2-(chloromethyl)-3,4-dimethoxy-, hydrochloride (9CI);

Chemical Property of 2-Chloromethyl-3,4-dimethoxypyridinium chloride

Chemical Property:

• Vapor Pressure: 0.00126mmHg at 25°C
• Melting Point: 155 °C (dec.)(lit.)
• Boiling Point: 293.9 °C at 760 mmHg
• Flash Point: 131.6 °C
• PSA: 32.60000
• LogP: -1.73930
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Soluble in water

Purity/Quality:

98.5%min ^*data from raw suppliers

2-(Chloromethyl)-3,4-dimethoxypyridine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N, Xi
• Hazard Codes: Xn,N,Xi
• Statements: 21/22-38-41-43-48/22-51/53
• Safety Statements: 26-36/37/39-61-2

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-(Chloromethyl)-3,4-dimethoxypyridine hydrochloride may be used as a precursor for the preparation [(2-pyridyl)-2-ethyl]-[3,4-dimethoxy-(2-pyridylmethyl)]-N-methylamine.

Technology Process of 2-Chloromethyl-3,4-dimethoxypyridinium chloride

There total 13 articles about 2-Chloromethyl-3,4-dimethoxypyridinium chloride 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: 100.0%

2-hydroxymethyl-3,4-dimethoxypyridine (72830-08-1) → 2-Chloromethyl-3,4-dimethoxy-pyridine; hydrochloride (72830-09-2)

Guidance literature:

With thionyl chloride; In dichloromethane; for 2h;

DOI:10.1021/jm00025a008

Reference yield:

3,4-dimethoxy-2-methylpyridine N-oxide ? (72830-07-0) → 2-Chloromethyl-3,4-dimethoxy-pyridine; hydrochloride (72830-09-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 4 h / 100 °C

2: 2 M NaOH / 1 h / 100 °C

3: 100 percent / SOCl₂ / CH₂Cl₂ / 2 h

With sodium hydroxide; thionyl chloride; In dichloromethane;

DOI:10.1021/jm00025a008

Reference yield:

3-methoxy-2-methylpyridin-4(1H)-one (76015-11-7) → 2-Chloromethyl-3,4-dimethoxy-pyridine; hydrochloride (72830-09-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / POCl₃ / 10 h / Heating

2: NaOMe / 10 h / Heating

3: 98 percent / 84percent m-CPBA / CH₂Cl₂ / 4 h / Ambient temperature

4: 4 h / 100 °C

5: 2 M NaOH / 1 h / 100 °C

6: 100 percent / SOCl₂ / CH₂Cl₂ / 2 h

With sodium hydroxide; thionyl chloride; sodium methylate; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In dichloromethane;

DOI:10.1021/jm00025a008

upstream raw materials:

2-hydroxymethyl-3,4-dimethoxypyridine

Maltol

3-methoxy-2-methyl-4-pyrone

3-methoxy-2-methylpyridin-4(1H)-one

Downstream raw materials:

5-(difluoromethoxy)-1-[(3,4-dimethoxypyridin-2-yl)methyl]-2-{[(3,4-dimethoxypyridin-2-yl)methyl]sulfinyl}-1H-benzo[d]imidazole

Refernces

• 1、 -. "A pantoprazole intermediate 2 - chloromethyl - 3, 4 - dimethoxy pyridine hydrochloride preparation method". Paragraph 0038; 0039. . Retrieved 2018/09/08.
• 2、 Maharvi, Ghulam M.,Bharucha, Adil E.,Fauq, Abdul H.. "Synthesis of a DOTA (Gd3+)-conjugate of proton-pump inhibitor pantoprazole for gastric wall imaging studies". supporting information. p. 2808 - 2811. Retrieved 2013/06/27.