6647-97-8

Basic information

• Product Name: 1H-pyrazole, 4-iodo-1,3-dimethyl-
• Synonyms: 1H-pyrazole, 4-iodo-1,3-dimethyl-;4-iodo-1,3-dimethyl-1H-pyrazole;4-iodo-1,3-dimethylpyrazole;EOS-62070
• CAS NO: 6647-97-8
• Molecular Formula: C₅H₇IN₂
• Molecular Weight: 222.02695
• Mol File: 6647-97-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 1H-pyrazole, 4-iodo-1,3-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-pyrazole, 4-iodo-1,3-dimethyl-(6647-97-8)
• EPA Substance Registry System: 1H-pyrazole, 4-iodo-1,3-dimethyl-(6647-97-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 6647-97-8(Hazardous Substances Data)

Usage

General Description

4-iodo-1,3-dimethyl-1H-pyrazole is a chemical compound with the molecular formula C5H7IN2. It is a pyrazole derivative containing an iodine atom at the 4-position and two methyl groups at the 1 and 3 positions. 1H-pyrazole, 4-iodo-1,3-dimethyl- is used as an intermediate in organic synthesis and can be employed in the preparation of pharmaceuticals, agrochemicals, and other organic compounds. It is also used in research and development for the synthesis of new chemical entities. The presence of the iodine group makes it a valuable starting material for further functionalization and modification to produce a wide range of derivatives with diverse properties and applications.

Upstream product

• 1453-58-3 3-Methylpyrazole 
• 77-78-1 dimethyl sulfate 
• 694-48-4 1,3-dimethyl-1H-pyrazole 

Downstream Products

• 951403-42-2 1,3-dimethyl-4-(3-trifluoromethylphenylethynyl)-1H-pyrazole 
• 1400287-75-3 4-(1,3-dimethyl-1H-pyrazol-4-yl)-2-methoxyaniline 
• 141573-95-7 ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate 
• 1214997-78-0 4-iodo-1-methyl-1H-pyrazole-3-carbaldehyde 
• 3920-38-5 1,3-dimethyl-4-nitro-1H-pyrazole 
• 6647-98-9 4-iodo-1-methyl-1H-pyrazole-3-carboxylic acid 

Relevant articles and documents

Preparation method of 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester

The invention discloses a preparation method of 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester, and belongs to the technical field of organic synthesis. The preparation method comprises the following steps: with 1,3-dimethylpyrazole as a raw material, carrying out halogenation to obtain 4-halogenated-1,3,5-tetrahydronaphthalene; carrying out a reaction under the conditions of a bromination reagent and AIBN and hydrolysis with hexamethylenetetramine to obtain 4-halogen-1-methyl-1H-pyrazole-3-formaldehyde, then performing a reaction with a fluorination reagent to obtain 4-halogen-3-difluoromethyl-1-methylpyrazole; finally carrying out a reaction on the 4-halogen-3-difluoromethyl-1-methylpyrazole and a Grignard reagent to obtain 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester. The method is simple and convenient to operate and high in reaction yield, the purity of the obtained product can reach 99.5% or above, and the method has a potential process amplification prospect.

Electrosynthesis of 4-iodopyrazole and its derivatives

Electrosynthesis of 4-iodo-substituted pyrazoles has been accomplished by iodination of the corresponding precursors on a Pt-anode in aqueous solutions of KI under conditions of the diaphragm galvanostatic electrolysis. Efficiency of the process depends on the donor-acceptor properties of substituents and their positions in the pyrazole ring. Thus, iodination of pyrazole, 3,5-dimethylpyrazole, 3-nitropyrazole, 1-methylpyrazole, 1,3-dimethylpyrazole, pyrazole-3(5)-carboxylic acid or methyl esters furnished 4-iodo derivatives in 57, 86, 2, 5, 35, 30, and 40% yields, respectively.