259099-55-3

Usage

General Description

2,2,2-TRICHLORO-1-[1-(2-NITROPHENYL)-1H-PYRROL-2-YL]ETHAN-1-ONE is a chemical compound that consists of trichloro-1-[1-(2-nitrophenyl)-1H-pyrrol-2-yl]ethan-1-one. It is a pyrrole derivative with a chlorine-substituted ethanone group attached to a pyrrole ring. 2,2,2-TRICHLORO-1-[1-(2-NITROPHENYL)-1H-PYRROL-2-YL]ETHAN-1-ONE is commonly used in organic synthesis and medicinal chemistry as a building block for the preparation of various pharmaceuticals and other bioactive molecules. It has the potential to exhibit a range of biological activities due to the presence of the pyrrole ring, which is known to have antimicrobial, anticancer, anti-inflammatory, and analgesic properties. Additionally, the nitrophenyl group may confer additional reactivity and biological effects on the compound.

Upstream product

• 33265-60-0 1-(2-nitrophenyl)-1H-pyrrole 
• 76-02-8 trifluoroacetyl chloride 

Downstream Products

• 811412-70-1 1-(2-nitrophenyl)-1H-pyrrole-2-carboxylic acid 
• 811412-80-3 methyl 2-(1-(2-nitrophenyl)-1H-pyrrole-2-carbonylamino)benzoate 
• 811412-83-6 N-(2,4-difluorophenyl)-1-(2-nitrophenyl)-1H-pyrrole-2-carboxamide 
• 811412-81-4 N-(4-chlorophenyl)-1-(2-nitrophenyl)-1H-pyrrole-2-carboxamide 
• 811412-85-8 N-(4-methoxyphenyl)-1-(2-nitrophenyl)-1H-pyrrole-2-carboxamide 
• 811412-71-2 1-(2-nitrophenyl)-N-phenyl-1H-pyrrole-2-carboxamide 
• 811412-69-8 N-ethyl-1-(2-nitrophenyl)-1H-pyrrole-2-carboxamide 
• 811412-79-0 N-cyclohexyl-1-(2-nitrophenyl)-1H-pyrrole-2-carboxamide 

Relevant academic research and scientific papers

Synthesis of 5-alkyl(or aryl)pyrrolo[1,2-a]quinoxalin-4(5H)-ones by denitrocyclisation of N-alkyl(or aryl)-1-(2-nitrophenyl)-1H-pyrrole-2- carboxamides. Evidence of a Smiles rearrangement

An efficient method for the synthesis of hitherto unknown alkyl(or aryl)pyrrolo[1,2-a]quinoxalin-4(5H)-ones 8a-g, 16 and 17 has been established. The method is based on the synthesis of the corresponding N-alkyl(or aryl)-1-(2-nitrophenyl)-1H-pyrrole-2-carboxamides 3a-c and 7a-c,e which undergo denitrocyclisation with NaH in DMF in 4.5 or 2 h. When 3a was treated with NaH in DMF for 30 min the product of a Smiles rearrangement, 9, was isolated. Under similar conditions but for 4.5 h 9 was converted into 8a. This confirms the involvement of a Smiles rearrangement during the denitrocyclisation process. Conversion of 3b into isomeric pyrroloquinoxalinones 12 and 13 confirms a process involving two pathways, direct denitrocylisation of 3b and Smiles rearrangement of 3b followed by denitrocylisation, respectively. Furthermore, denitrocylisation of 7d into pyrroloquinoxalinones 16 and 17 suggests that similar cyclisation pathways are followed by N-arylcarboxamides.