109056-69-1

Basic information

• Product Name: 1H-Pyrazole-4-carboxylicacid, 3,5-dichloro-1-methyl-, methyl ester
• Synonyms: 3,5-Dichloro-1-methylpyrazole-4-(methoxycarbonyl)pyrazole;3,5-Dichloro-1-methylpyrazole-4-carboxylic acid methyl ester;3,5-Dichloro-4-(methoxycarbonyl)-1-methylpyrazole; Methyl3,5-dichloro-1-methylpyrazole-4-carboxylate
• CAS NO: 109056-69-1
• Molecular Formula: C6H6 Cl2 N2 O2
• Molecular Weight: 209.032
• Mol File: 109056-69-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1H-Pyrazole-4-carboxylicacid, 3,5-dichloro-1-methyl-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-4-carboxylicacid, 3,5-dichloro-1-methyl-, methyl ester(109056-69-1)
• EPA Substance Registry System: 1H-Pyrazole-4-carboxylicacid, 3,5-dichloro-1-methyl-, methyl ester(109056-69-1)

Safety Data

• Hazardous Substances Data: 109056-69-1(Hazardous Substances Data)

Usage

Derivative of pyrazole

yes

Contains two chlorine atoms

yes

Has a methyl ester group

yes

Potential applications

pharmaceutical and agricultural industries

Used as a building block for the synthesis of various compounds

yes

Hazardous properties

may have

Safety protocols and regulations

should be handled with care and used in accordance with proper safety protocols and regulations.

Upstream product

• 5952-93-2 methyl ester of 1-methylpyrazole-4-carboxylic acid 

Downstream Products

• 100784-20-1 halosulfuron methyl 
• 100784-27-8 3-chloro-4-methoxycarbonyl-1-methylpyrazole-5-sulfonamide 

Relevant articles and documents

Synthesis of Halosulfuron-methyl via Selective Chlorination at 3- and/or 5-Position of Pyrazole-4-carboxylates

Reactions of methyl pyrazole-4-carboxylates 4b-d with N-chlorosuccinimide under heating conditions without a solvent gave methyl 3,5-dichloro-1-methylpyrazole-4-carboxylate 4a in good yields. The reaction of 4a with sodium hydrosulfide led to a nucleophilic substitution on the 5-position regioselectively to afford methyl 3-chloro-1-methyl-5-mercaptopyrazole-4-carboxylate 6a, which was followed by oxidative chlorination and amination to obtain 3-chloro-1-methyl-5-sulfamoylpyrazole-4-carboxylate 2a. Finally, the reaction of 2a with phenyl 4,6-dimethoxypyrimidin-2-yl carbamate 7 provided methyl 3-chloro-5-(4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl)-1-methylpyrazole-4- carboxylate (halosulfuron-methyl) 1a promising herbicide in corn.