24279-74-1

Basic information

• Product Name: 2-CHLORO-1-METHYL-1H-INDOLE-3-CARBALDEHYDE
• Synonyms: 2-CHLORO-1-METHYL-1H-INDOLE-3-CARBALDEHYDE;AKOS BC-0197;AKOS BBS-00002933;2-chloro-1-methyl-indole-3-carbaldehyde;2-chloro-1-methylindole-3-carbaldehyde;2-Chloro-1-methyl-1H-indole-3-carboxaldehyde
• CAS NO: 24279-74-1
• Molecular Formula: C₁₀H₈ClNO
• Molecular Weight: 193.63
• Mol File: 24279-74-1.mol
• Article Data: 14

Chemical Properties

• Melting Point: 98-99°C
• Boiling Point: 345.8 °C at 760 mmHg
• Flash Point: 162.9 °C
• Appearance: /
• Density: 1.26 g/cm³
• Vapor Pressure: 6.02E-05mmHg at 25°C
• Refractive Index: 1.605
• CAS DataBase Reference: 2-CHLORO-1-METHYL-1H-INDOLE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-1-METHYL-1H-INDOLE-3-CARBALDEHYDE(24279-74-1)
• EPA Substance Registry System: 2-CHLORO-1-METHYL-1H-INDOLE-3-CARBALDEHYDE(24279-74-1)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 24279-74-1(Hazardous Substances Data)

Usage

General Description

2-CHLORO-1-METHYL-1H-INDOLE-3-CARBALDEHYDE is a chemical compound with the molecular formula C10H8ClNO that contains a chlorine atom, a methyl group, and an indole ring. It is a yellowish crystalline solid that is often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. 2-CHLORO-1-METHYL-1H-INDOLE-3-CARBALDEHYDE has potential applications in the field of organic chemistry, especially in the development of new drugs and crop protection products. Its unique structure and reactivity make it a valuable building block for the production of various complex molecules in the chemical industry.

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

Upstream product

• 74-83-9 methyl bromide 
• 5059-30-3 2-chloroindole-3-carboxaldehyde 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 136094-15-0 {1-Methyl-3-[(E)-p-tolylimino-methyl]-1H-indol-2-yl}-p-tolyl-amine 
• 136093-87-3 {1-Methyl-3-[(E)-phenyliminomethyl]-1H-indol-2-yl}-phenyl-amine 
• 54778-21-1 2-chloro-1-methyl-1H-indole-3-carboxylic acid 
• 1319210-39-3 2-chloro-1-methyl-3-(3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-yl)-1H-indole 
• 1319210-41-7 2-chloro-1-methyl-3-(3-methyl-1-phenyl-1H-pyrazol-5-yl)-1H-indole 
• 1093861-02-9 1-methyl-2-(2-phenyl-2-propenyl)indole-3-carbaldehyde 
• 1093860-97-9 7-methyl-5-phenyl-7H-benzo[c]carbazole 

Relevant articles and documents

BENZOFURAN-BASED N-ACYLHYDRAZONE DERIVATIVES AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

A benzofuran-based N-acylhydrazone derivative according to the present invention has an excellent anticancer effect while having low toxicity and excellent solubility, and, thus, a pharmaceutical composition comprising the derivative can be usefully used to prevent or treat a cell proliferative disorder including various cancers. To this end, the present invention provides a compound represented by chemical formula 1, a stereoisomer thereof, or a pharmaceutically acceptable salt thereof.

Copper-catalyzed Synthesis of N-alkylated 2-(4-substituted-1H-1,2,3-triazol-1-yl)-1H-indole-3-carbaldehyde by Step-wise and One-pot Three-component Huisgen's 1,3-dipolar Cycloaddition Reaction

An efficient method for the synthesis of N-alkylated 2-(4-substituted-1H-1,2,3-triazol-1-yl)-1H-indole-3-carbaldehyde has been developed starting from oxindole and indole using Huisgen's 1,3-dipolar cycloaddition reaction of organic azides to alkynes. The effect of catalysts and solvent on these reactions has been investigated. Among all these conditions, while using CuSO4·5H2O, DMF was found to be the best system for this reaction. It could also be prepared in a one-pot three-component manner by treating equimolar quantities of halides, azides, and alkynes. The Huisgen's 1,3-dipolar cycloaddition reaction was performed using CuSO4·5H2O in DMF with easy work-up procedure.

Tandem copper (Cu) catalysed N-arylation-vinylogous nitroaldol condensation of 3,5-disubstituted 4-nitropyrazoles

A tandem process involving copper catalysed N-arylation and vinylogous nitroaldol condensation is described. The reaction of 3,5-dialkyl substituted 4-nitropyrazoles and ortho-halo substituted (hetero)aryl aldehydes or ketones furnished 3-nitropyrazolo[1,5-a]quinoline and heteroaryl-fused 3-nitropyrazolo[1,5-a]pyridine derivatives in moderate to high yields.