51843-24-4

Basic information

• Product Name: 1-(5-CHLORO-1H-INDOL-3-YL)ETHANONE
• Synonyms: 1-(5-CHLORO-1H-INDOL-3-YL)ETHANONE;3-ACETYL-5-CHLOROINDOLE;1-(5-chloro-1H-indol-3-yl)ethan-1-one;5-chloro-3-indolyl -ethanone;5-chloro-3-acetyl-indole
• CAS NO: 51843-24-4
• Molecular Formula: C₁₀H₈ClNO
• Molecular Weight: 193.63
• Product Categories: Indole
• Mol File: 51843-24-4.mol
• Article Data: 17

Chemical Properties

• Melting Point: 168 °C (decomp)(Solv: ethyl ether (60-29-7))
• Boiling Point: 367.9°C at 760 mmHg
• Flash Point: 176.3°C
• Appearance: /
• Density: 1.332
• Vapor Pressure: 1.32E-05mmHg at 25°C
• Refractive Index: 1.656
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 14.46±0.30(Predicted)
• CAS DataBase Reference: 1-(5-CHLORO-1H-INDOL-3-YL)ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(5-CHLORO-1H-INDOL-3-YL)ETHANONE(51843-24-4)
• EPA Substance Registry System: 1-(5-CHLORO-1H-INDOL-3-YL)ETHANONE(51843-24-4)

Safety Data

• Hazardous Substances Data: 51843-24-4(Hazardous Substances Data)

Usage

General Description

1-(5-Chloro-1h-indol-3-yl)ethanone, also known as 5-Chloro-3-indolyl acetyl ketone, is a chemical compound with a molecular formula C10H8ClNO. It is a ketone derivative of indole, a heterocyclic aromatic organic compound. This chemical is commonly used in organic synthesis and pharmaceutical research due to its potential use in the production of indole derivatives and beta-keto esters. It has also been studied for its potential biological activities, such as its antimicrobial and anti-inflammatory properties. Additionally, 1-(5-Chloro-1h-indol-3-yl)ethanone is a valuable intermediate in the synthesis of various pharmaceutical and agrochemical products.

InChI:InChI=1/C10H8ClNO/c1-6(13)9-5-12-10-3-2-7(11)4-8(9)10/h2-5,12H,1H3

Upstream product

• 17422-32-1 5-chloro-1H-indole 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 
• 127-19-5 N,N-dimethyl acetamide 
• 91473-66-4 (E)-ethyl 2-(2-(4-chlorophenyl)hydrazono)propanoate 
• 106-47-8 4-chloro-aniline 
• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 4792-67-0 5-chloro-indole-2-carboxylic acid ethyl ester 
• 10517-21-2 5-chloro-1H-Indole-2-carboxylic acid 

Downstream Products

• 866941-27-7 3-acetyl-1-benzyl-5-chloro-1H-indole 
• 866941-28-8 1-(5-chloro-1-(4-fluorobenzyl)-1H-indol-3-yl)ethan-1-one 
• 947589-63-1 3-acetyl-1-(2,6-difluorobenzyl)-5-chloro-1H-indole 
• 1594965-93-1 4-[1-(3,5-dimethylbenzyl)-5-chloro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoic acid 
• 1594965-94-2 4-[1-(2,4,6-trimethylbenzyl)-5-chloro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoic acid 
• 1594966-22-9 C₂₆H₁₈ClNO₄ 
• 1594966-25-2 C₂₁H₁₃ClF₃NO₄ 
• 1594966-28-5 C₂₄H₂₂ClNO₄ 
• 1594966-29-6 C₂₂H₁₂ClF₆NO₄ 
• 1594966-32-1 C₂₂H₁₈ClNO₄ 
• 1594966-35-4 C₂₃H₂₀ClNO₄ 

Relevant articles and documents

Natural product Pimprinine derivative as well as preparation method and application thereof

The invention discloses a Pimprinine derivative as shown in a formula III in the description. The invention also discloses a preparation method of the Pimprinine derivative, and a series of Pimprinine derivatives are synthesized by taking Pimprinine as a lead, combining the structural characteristics of Pimprinine, taking cheap and easily available indole as a raw material, modifying and transforming different sites of a framework structure of the indole and introducing different substituent groups. The Pimprinine derivative disclosed by the invention has good bactericidal activity, shows efficient and/or broad-spectrum bactericidal activity, and can be applied to crop diseases caused by fungi, bacteria and viruses.

Cascade Reaction to Selectively Synthesize Multifunctional Indole Derivatives by IrIII-Catalyzed C?H Activation

An effective and condition-controlled way to synthesize with high selectivity a variety of functionalized indoles with potent biological properties has been developed. Notably, 2,4-dialkynyl indole products were obtained by direct double C?H bond alkynylation, whereas alkynyl at the C4 position could convert to carbonyl to generate 2-alkynyl-3,4-diacetyl indoles fast and effectively. Additionally, a one-pot relay catalytic reaction led to 2,5-di-alkynyl-3,4-diacetyl indoles when using a carbonyl group as the directing group and by controlling the type and quantity of additives. A possible mechanism was proposed based on many studies including deuterium-exchange experiments, the necessary conditions of product conversion, and the effect of water on the reaction.

NbCl5 and AgClO4 promoted regio-selective acylation of indoles

In present study, an efficient and simple strategy towards chemo-selective and regio-selective acylation of indole using NbCl5 and AgClO4 catalyst are reported. This method utilizes the catalytic potentiality of NbCl5 and AgClO4 towards acylation of unprotected indoles in a synergistic manner. The combination of these catalytic system results into numerous advantages such as excellent yields of product, short reaction times and easier isolation of products.