88398-85-0

Basic information

• Product Name: 1H-Pyrazole-4-carboxylicacid, 5-chloro-1-methyl-, methyl ester
• Synonyms: 5-Chloro-1-methylpyrazole-4-carboxylicacid methyl ester
• CAS NO: 88398-85-0
• Molecular Formula: C6H7 Cl N2 O2
• Molecular Weight: 174.587
• Mol File: 88398-85-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Pyrazole-4-carboxylicacid, 5-chloro-1-methyl-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-4-carboxylicacid, 5-chloro-1-methyl-, methyl ester(88398-85-0)
• EPA Substance Registry System: 1H-Pyrazole-4-carboxylicacid, 5-chloro-1-methyl-, methyl ester(88398-85-0)

Safety Data

• Hazardous Substances Data: 88398-85-0(Hazardous Substances Data)

Usage

Structure

1H-Pyrazole-4-carboxylic acid, 5-chloro-1-methyl-, methyl ester

Type

Methyl ester derivative of 5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid

Usage

Building block in organic synthesis and pharmaceutical research
Possesses potential biological and pharmacological activities
Valuable tool in drug discovery and development
Recognized as an important chemical intermediate with versatile applications in the synthesis of various organic compounds.

Upstream product

• 110860-60-1 methyl 5-amino-1-methylpyrazole-4-carboxylate 
• 64182-19-0 methyl 3-amino-1-methylpyrazole-4-carboxylate 
• 5952-93-2 methyl ester of 1-methylpyrazole-4-carboxylic acid 

Downstream Products

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

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.

Herbicidal pyrazole sulfonyl Imino-2H-1,2,4-thiadiazolo[2,3-a9 pyrimidines

Novel compounds of the formula: STR1 wherein R1 is a pyrazolyl group which may be substituted; R2 and R3 respectively are a lower alkyl group or a lower alkoxy group; and Z is CH or N, which are useful as herbicides.