72083-72-8

Usage

Chemical structure

Nitroaromatic compound with a pyrrole ring and two methyl groups attached to the 1 and 2 positions

Functional groups

Nitro group (-NO2), pyrrole ring, and two methyl groups (-CH3)

Applications

Building block in the synthesis of pharmaceuticals and agrochemicals

Chemical reactivity

Versatile intermediate for various organic reactions such as reduction, alkylation, and dehalogenation

Physical property

Characteristic red color

Additional uses

Dye or pigment in the production of various materials

Biological activities

Potential anti-inflammatory and anti-cancer properties

Upstream product

• 600-29-3 1,2-dimethylpyrrole 
• 72795-81-4 4-nitro-5-methyl-1-methylpyrrole-2-carboxylic acid 
• 72083-70-6 ethyl 4-nitro-5-methyl-1-methylpyrrole-2-carboxylate 
• 26477-34-9 2-Methyl-3-nitropyrrole 
• 74-88-4 methyl iodide 
• 37670-50-1 ethyl 5-methyl-1-methylpyrrole-2-carboxylate 
• 183268-72-6 2,2,2-trichloro-1-(5-methyl-1H-pyrrol-2-yl)ethan-1-one 
• 25907-27-1 Ethyl 5-methyl-4-nitropyrrole-2-carboxylate 
• 26477-37-2 5-Methyl-4-nitropyrrole-2-carboxylic acid 
• 3284-51-3 ethyl 5-methyl-1H-pyrrole-2-carboxylate 
• 636-41-9 2-methyl-1H-pyrrole 

Relevant academic research and scientific papers

Synthesis and nucleophilic properties of 1,2 -dialkyl-3-nitropyrroles and 1,5-dialkyl-4-nitropyrrole-2-carboxylic acid derivatives

1,2-Dialkyl-3-nitropyrroles 1 are versatile synthetic tools for obtaining substituted pyrrolidines or fused ring heterocycles such as pyrrolopyridines, pyrrolopyrimidines or pyrroloazepines. We have established a method for obtaining compounds related to structure 1 and studied the reactivity as a nucleophile of the benzylic type moiety in the alkyl residue bound to position 2.

1-AZABICYCLIC COMPOUNDS. 24. SELECTIVITY OF POSITION OF NITRATION OF 1,2-DIHYDROPYRROLIZINE, 5,6,7,8-TETRAHYDROPYRROCOLINE AND PYRROLE HOMOLOGS

The selectivity of the position of nitration of 1-methylpyrrole, 1,2-dimethylpyrrole, 1,2-dihydropyrrolizine, and 5,6,7,8-tetrahydropyrrocoline was found.In contrast to the selectivity of substitution during nitration of their carbocyclic analogs, o-xylene, indane, and tetraline, the fraction of the α-nitro-isomer in the nitration products of 1,2-dimethylpyrrole is smaller than the fraction of α-nitro derivatives of 1,2-dihydropyrrolizine and 5,6,7,8-tetrahydropyrrocoline, and in the latter cases the isomers are almost equally distributed.During nitration of the above bicyclic pyrroles, the Mills-Nixon effect does not appreciably influence the selectivity of the position of the reaction.

PREPARATIVE ASPECTS OF THE NITRATION OF 1-METHYLPYRROLE DERIVATIVES. 13C NMR OF SOME NITROPYRROLES.

The nitration of 1-methylpyrrole and 1,2-dimethylpyrrole was studied and the products were characterized. It was found that the nitration of ethyl 1-methylpyrrole-2-carboxylate depends on the reaction conditions. **1**3C parameters have been determined for several 1-methyl substituted pyrrole- and nitropyrrole derivatives and the relationship between the observed and predicted **1**3C shifts for aromatic carbons is briefly discussed. It has been found that the determination of the direct **1**3C-**1H coupling constants in the pyrrole ring constitutes a useful tool for distinguishing alpha - and beta -positions.