56454-26-3

Usage

Uses

Used in Pharmaceutical Synthesis:
1H-Pyrrole, 2-chloro-1-methylis utilized as a key intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into complex molecular structures, contributing to the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Production:
In the agrochemical industry, 1H-Pyrrole, 2-chloro-1-methylserves as a building block for the creation of various agrochemicals, such as pesticides and herbicides, due to its reactivity and capacity to form stable compounds with biological activity.
Used in Organic Chemistry as a Building Block:
1H-Pyrrole, 2-chloro-1-methylis employed as a versatile building block in organic chemistry, allowing chemists to construct a diverse array of organic compounds through various chemical reactions, expanding the scope of synthetic organic chemistry.
Used in Materials Science:
1H-Pyrrole, 2-chloro-1-methylhas potential applications in materials science, where its unique properties may contribute to the development of new materials with specific characteristics, such as improved stability or reactivity.
Used as a Reagent in Chemical Research:
1H-Pyrrole, 2-chloro-1-methylalso functions as a reagent in chemical research, facilitating experiments and studies aimed at understanding reaction mechanisms, exploring new synthetic routes, and discovering novel chemical properties.

Upstream product

• 96-54-8 N-Methylpyrrole 
• 128-09-6 N-chloro-succinimide 
• 579-11-3 N-chloroacetanilide 
• 421-83-0 trifluoromethane sulfonyl chloride 

Downstream Products

• 2769-90-6 ethyl (2E)-3-(1-methyl-1H-pyrrol-2-yl)prop-2-enoate 
• 1338046-11-9 C₁₁H₁₅NO₂ 
• 467242-27-9 6,8-dichloro-7-methyl-7H-[1,2,3,4,5]pentathiepino[6,7-c]pyrrole 

Relevant academic research and scientific papers

Observation of an Amplified Isotope Effect during Chlorination of 1-Methylpyrrole. Evidence for Rate Determing Deprotonation of the ?-Complex

Observation of an amplified isotope effect to the value of 19.10 indicated that there were two kinetically significant proton transfers and deprotonation of the ?-complex was the rate determining step.

Graphitic carbon nitride polymer as a recyclable photoredox catalyst for fluoroalkylation of arenes

Heterogeneous catalysis for trifluoromethylations and perfluoroalkylations has been performed. Through the usage of cheap, metal-free and recyclable mesoporous graphitic carbon nitride (mpg-CN) it was possible to fluoroalkylate various arenes by the reductive activation of sulfonyl chlorides with visible light. Thus, we were able to demonstrate the robustness and versatility of mpg-CN as a photoredox catalyst beyond water splitting and the activation of oxygen.

The use of an electrophile carrier to determine the number of intermediates in the chlorination of 1-methylpyrrole

A kinetic and product study of the dichloroacetic acid catalyzed chlorination of 1-methylpyrrole with 3- and 4-substituted N-chlorobenzamides was carried out. Protonated N-chlorobenzamides served as carriers of CI+. A Hammett correlation was obtained with ρ=-0.68 (r=0.98, n=8). General acid catalysis was observed with α=0.48 (r=0.99 and n=7). The yields of 2-chlorination (84±0.7%) and 3-chlorination (2.6±0.4%) were essentially constant (constant intramolecular selectivity) as the substituent on the N-chlorobenzamide was varied. Observation of constant intramolecular selectivity indicated that two intermediates were formed during the acid catalyzed chlorination of 1-methylpyrrole with N-chlorobenzamides. The carrier method is applicable to all types of aromatic systems and limited only by the availability of suitable carrier molecules.

Detection of Electrophilic Aromatic Substitution by Addition-Elimination using Natural Abundance Deuterium NMR: a Pyrrole Example

Natural abundance 2H NMR has been used to demonstrate that the reaction of 1-methylpyrrole with N-chloroimides occurs by addition-elimination and this method can be applied to other reactions.

EFFECT OF HALOGEN ON THE REACTION OF 1-METHYLPYRROLE WITH N-HALOIMIDES.

In the reaction of N-haloimides with 1-methylpirrole, ?-substitution (addition-elimination) predominates over halogenation, when the halogen is chlorine.

First Example of Electrophilic Substitution by Addition-Elimination (?-Substitution) in Pyrroles

Reaction of 1-methylpyrrole with N-chloroacetanilide leads to the incorporation of an acetanilide moiety in the pyrrole ring by addition-elimination.

Nonsteroidal compounds as anti-inflammatory and analgesic agents

5-Aroyl-4-RO-, 5-aroyl-4-RS-, 5-aroyl-4-RSO-, 5-aroyl-4-RSO2 -, or 5-pyrrylcarbonyl-pyrrole alkanoic acid have been prepared via hydrolysis of a precursor-ester after high temperature decarboxylation or from direct acidic decarboxylation of a precursor diacid. The compounds are analgesic and anti-inflammatory agents of high activities but low ulcerogenic side effects.