3-(Chloromethyl)-1-methyl-1H-pyrazole

Base Information

• Chemical Name: 3-(Chloromethyl)-1-methyl-1H-pyrazole
• CAS No.: 84547-64-8
• Molecular Formula: C₅H₇ClN₂
• Molecular Weight: 130.577
• Hs Code.: 2933199090
• European Community (EC) Number: 638-901-1
• DSSTox Substance ID: DTXSID90329797
• Wikidata: Q82093398
• Mol file: 84547-64-8.mol

Synonyms:3-(CHLOROMETHYL)-1-METHYL-1H-PYRAZOLE;84547-64-8;3-(chloromethyl)-1-methylpyrazole;MFCD08690275;1H-Pyrazole, 3-(chloromethyl)-1-methyl-;SCHEMBL1769427;3-chloromethyl-1-methylpyrazole;DTXSID90329797;3-(Chloromethyl)-1-methyl-pyrazole;STL583947;AKOS005169512;AM85007;SB15729;AS-32876;SY037769;BB 0267897;CS-0051708;FT-0766514;EN300-76417;A864095;J-510834;F8881-0903

Chemical Property of 3-(Chloromethyl)-1-methyl-1H-pyrazole

Chemical Property:

• Vapor Pressure: 0.219mmHg at 25°C
• Refractive Index: 1.55
• Boiling Point: 215.2 °C at 760 mmHg
• PKA: 1.31±0.10(Predicted)
• Flash Point: 84 °C
• PSA: 17.82000
• Density: 1.2 g/cm³
• LogP: 1.15890
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 130.0297759
• Heavy Atom Count: 8
• Complexity: 76.8

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(chloromethyl)-1-methyl-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=CC(=N1)CCl

Technology Process of 3-(Chloromethyl)-1-methyl-1H-pyrazole

There total 4 articles about 3-(Chloromethyl)-1-methyl-1H-pyrazole 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: 70.0%

chloromethyl β-chlorovinyl ketone (15787-79-8) + N,N-Dimethylhydrazine (57-14-7) → 1,1,1-Trimethylhydrazinium chloride (5675-48-9) + 3-(chloromethyl)-1-methyl-1H-pyrazole (84547-64-8)

Guidance literature:

In diethyl ether;

DOI:10.1023/A:1013959531497 DOI:10.1023/A:1022564707537

Reference yield: 70.0%

chloromethyl β-chlorovinyl ketone (15787-79-8) + N,N-Dimethylhydrazine (57-14-7) → 3-(chloromethyl)-1-methyl-1H-pyrazole (84547-64-8)

Guidance literature:

In diethyl ether; for 2h; Heating;

DOI:10.1134/S1070428008080150

Reference yield:

methyl ester of 1-methylpyrazole-3-carboxylic acid (17827-61-1) → 3-(chloromethyl)-1-methyl-1H-pyrazole (84547-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 18 h / 0 - 20 °C

2: thionyl chloride / dichloromethane / 2 h / 0 - 20 °C

With lithium aluminium tetrahydride; thionyl chloride; In tetrahydrofuran; dichloromethane;

upstream raw materials:

chloromethyl β-chlorovinyl ketone

N,N-Dimethylhydrazine

(1-methyl-1H-pyrazol-3-yl)methanol

methyl ester of 1-methylpyrazole-3-carboxylic acid

Downstream raw materials:

5-(4-chloro-3-methoxyphenyl)-3-(1-methyl-1H-pyrazol-3-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one

5-(4-chloro-3-(2,2,2-trifluoroethoxy)phenyl)-3-(1-methyl-1H-pyrazol-3-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one

Refernces

• 1、 -. "HETEROCYCLIC COMPOUNDS FOR THE INHIBITION OF PASK". Paragraph 0175. . Retrieved 2014/05/24.
• 2、 Bozhenkov,Savosik,Klyba,Zhanchipova,Mirskova,Levkovskaya. "1-Alkylpyrazoles and 1-alkyl-5-chloropyrazoles from halovinyl ketones and 1,1-dialkylhydrazines". experimental part. p. 1194 - 1199. Retrieved 2009/09/29.