89607-11-4

Usage

Uses

Used in Pharmaceutical Industry:
1H-Pyrazole, 4-bromo-1-methyl-5-nitrois used as a key intermediate in the synthesis of various pharmaceuticals for its potential to create compounds with significant biological activity. Its unique structure allows for the development of new drugs with improved efficacy and targeted therapeutic effects.
Used in Agrochemical Industry:
In the agrochemical sector, 1H-Pyrazole, 4-bromo-1-methyl-5-nitroserves as an essential building block in the creation of agrochemicals. Its incorporation into these products contributes to the development of more effective and targeted pesticides, herbicides, and other agricultural chemicals, enhancing crop protection and yield.

Upstream product

• 15803-02-8 4-bromo-1-methyl-1H-pyrazole 
• 89717-64-6 4-bromo-3-nitro-1H-pyrazole 
• 77-78-1 dimethyl sulfate 
• 84547-91-1 4-bromo-1-methyl-5-nitropyrazole-3-carboxylic acid 

Downstream Products

• 89607-16-9 4-amino-1-methyl-5-nitropyrazole 
• 89717-68-0 4-bromo-5-methoxy-1-methylpyrazole 
• 89717-67-9 4-methoxy-1-methyl-5-nitropyrazole 

Relevant academic research and scientific papers

NITRATION OF 4-HALO-1-METHYLPYRAZOLES IN SULFURIC ACID

The rate of nitration of 4-bromo- and 4-chloro-1-metylpyrazoles with nitric acid in various concentrations of sulfuric acid is higher at position 5 than at position 3.

Cyclic Meso-ionic Compounds. Part 21. The Examination of Nitro-derivatives of Meso-ionic Heterocycles as Potential Pharmaceuticals

The synthesis of nitro-substituted meso-ionic compounds has been examined in an attempt to obtain analogues of the biologically active heterocycles (1)-(3).The synthesis of the compounds (4) and (5) has been achieved but their instability precluded biological evaluation.The synthesis of the type-B meso-ionic heterocycle (6) was not successfully completed, but unusual nucleophilic displacement reactions of the pyrazole (13) -> (16) + (17) and the pyrazolium salt (14) -> (15) are reported.

AMINATION OF ISOMERIC BROMO-1-METHYLNITROPYRAZOLES

A method was developed for the synthesis of 5-bromo-1-methyl-4-nitropyrazole from 1-methylpyrazole.In the reaction with 25percent aqueous ammonia at 180-190 deg C, 5-bromo-1-methyl-4-nitropyrazole is readily converted to 5-amino-1-methyl-4-nitropyrazole; the production of 4-amino-1-methyl-5-nitropyrazole from 4-bromo-1-methyl-5-nitropyrazole requires the presence of a copper catalyst; under the same conditions in the amination of 4-bromo-1-methyl-3-nitropyrazole, 4-amino-1-methyl-3-nitro- and 1-methyl-3-nitropyrazoles are formed in a 2 : 3 ratio.