112677-06-2

Basic information

• Product Name: (E)-3-(DIMETHYLAMINO)-1-(1H-PYRROL-2-YL)PROP-2-EN-1-ONE
• Synonyms: (E)-3-(DIMETHYLAMINO)-1-(1H-PYRROL-2-YL)PROP-2-EN-1-ONE;(2E)-3-(dimethylamino)-1-(1H-pyrrol-2-yl)prop-2-en-1-one
• CAS NO: 112677-06-2
• Molecular Formula: C₉H₁₂N₂O
• Molecular Weight: 164.2
• Mol File: 112677-06-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 191-193 °C(Solv: hexane (110-54-3))
• Boiling Point: 294.4±36.0 °C(Predicted)
• Appearance: /
• Density: 1.097±0.06 g/cm3(Predicted)
• PKA: 14.88±0.50(Predicted)
• CAS DataBase Reference: (E)-3-(DIMETHYLAMINO)-1-(1H-PYRROL-2-YL)PROP-2-EN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-(DIMETHYLAMINO)-1-(1H-PYRROL-2-YL)PROP-2-EN-1-ONE(112677-06-2)
• EPA Substance Registry System: (E)-3-(DIMETHYLAMINO)-1-(1H-PYRROL-2-YL)PROP-2-EN-1-ONE(112677-06-2)

Safety Data

• Hazardous Substances Data: 112677-06-2(Hazardous Substances Data)

Usage

General Description

(E)-3-(dimethylamino)-1-(1H-pyrrol-2-yl)prop-2-en-1-one is a chemical compound with the molecular formula C11H14N2O. It is a yellowish oil that is used in organic synthesis and as a precursor for the synthesis of various pharmaceuticals and fine chemicals. The compound contains a dimethylamino group and a pyrrole ring, and it is commonly used as a reagent in the preparation of various compounds. It is also used as a building block for the synthesis of pyrrole-based ligands, which have applications in catalysis and other chemical processes. Additionally, it has been studied for its potential therapeutic applications, particularly in the development of new drugs for the treatment of various medical conditions.

Upstream product

• 1072-83-9 2-Acetylpyrrole 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 98-86-2 acetophenone 
• 5815-08-7 tert-Butoxybis(dimethylamino)methane 

Downstream Products

• 289499-66-7 2-(2-methoxycarbonylphenylhydrazono)-3-oxo-3-(2-pyrrolyl)propanal 
• 289497-30-9 2-(2-cyanophenylhydrazono)-3-oxo-3-(2-pyrrolyl)propanal 
• 1360875-83-7 2-amino-3-phenylazo-7-(1H-pyrrol-2-yl)pyrazolo[1,5-a]pyrimidine 
• 1360875-84-8 2-amino-3-(4-methylphenylazo)-7-(1H-pyrrol-2-yl)pyrazolo[1,5-a]pyrimidine 
• 1259371-65-7 1,3,5-tri(2-pyrroloyl)benzene 
• 1360875-81-5 2-phenyl-7-(1H-pyrrol-2-yl)pyrazolo[1,5-a]pyrimidine 
• 1360875-82-6 2-methyl-3-phenyl-7-(1H-pyrrol-2-yl)pyrazolo[1,5-a]pyrimidine 
• 1360875-79-1 1.3-diphenyl-4-(1H-pyrrol-2-yl)pyrazolo[3,4-b]pyridine 
• 1360875-85-9 2-amino-3-(4-fluorophenylazo)-7-(1H-pyrrol-2-yl)pyrazolo[1,5-a]pyrimidine 

Relevant articles and documents

Synthesis, characterization, and antimicrobial activity investigations of ruthenium (II)–bipyridine complexes of ciprofloxacin derivatives

A series of ruthenium (II) complexes derived from the reaction between cis-bis (2,2′-bipyridine) dichloro ruthenium (II) dihydrate and enaminone derivatives of ciprofloxacin were synthesized and fully characterized using elemental analysis, cyclic voltammetry and different spectroscopic techniques (Uv–vis, FTIR, NMR, mass spectroscopy, and X-ray photoelectron spectrometry (XPS)). The isolated compounds were tested for their antibacterial and antifungal activities against gram-negative and gram-positive bacteria. The FTIR data revealed that ciprofloxacin derivatives act as bidentate ligands through the pyridone carbonyl and the carboxylate oxygen atom. The UV–visible data showed that the charge transfer CT band is blue shifted upon the coordination of the ciprofloxacin derivatives compared to the CT band of the parent complex. The XPS results revealed the characteristic peaks of Ru3p3/2 and Ru3p1/2 as well as Ru3d5/2 and Ru3d3/2, which confirmed the assembly of the ruthenium (II) ciprofloxacin derivative complexes. Cyclic voltammetry data showed that the ciprofloxacin enaminone derivatives have a similar reduction potential for the Ru (II)/Ru (III) redox couple, and it revealed that the coordination of the ruthenium (II) ion altered the redox property of the ligands and enhanced their electron transfer rate. The electrochemical and the UV–visible results suggest that the ciprofloxacin derivative ligands are (Formula presented.) -acceptor ligands. Further, the complexes showed higher antibacterial activities than the parent ciprofloxacin antibiotic and did not show antifungal activities among the tested fungi strains.

Efficient organocatalytic dual activation strategy for preparing the versatile synthons (2 E)-1-(Het)aryl/styryl-3-(dimethylamino)prop-2-en-1-ones and -(E)-[(dimethylamino)methylene]cycloalkanones

A novel organocatalytic dual activation strategy is reported for an efficient synthesis of the versatile synthons (2E)-1-aryl/heteroaryl/styryl-3- (dimethylamino)prop-2-en-1-ones and -(E)-[(dimethylamino)methylene] cycloalkanones. 2-Guanidinoacetic acid (10 mol%) serves as an ambifunctional organocatalyst for the reaction of various aryl/heteroaryl/styryl methyl ketones and cyclic ketones having an -methylene moiety with N,N-dimethylformamide dimethyl acetal at 100 C for 1-3 hours under solvent-free conditions to afford the corresponding (2E)-3-(dimethylamino)prop-2-en-1-ones in 72-95% yields. Georg Thieme Verlag Stuttgart - New York.

Microwave assisted condensation reactions of 2-aryl hydrazonopropanals with nucleophilic reagents and dimethyl acetylenedicarboxylate

The reaction of methyl ketones 1a-g with dimethylformamide dimethylacetal (DMFDMA) afforded the enaminones 2a-g, which were coupled with diazotized aromatic amines 3a,b to give the corresponding aryl hydrazones 6a-h. Condensation of compounds 6a-h with so