4792-72-7

Basic information

• Product Name: 5,7-DICHOROINDOLE
• Synonyms: 5,7-DICHOROINDOLE;5,7-DICHLOROINDOLE;5,7-DICHLORO-1H-INDOLE;5,7-dichloro-7aH-indole;1H-Indole,5,7-dichloro-;5,7-Dichrorindole
• CAS NO: 4792-72-7
• Molecular Formula: C8H5Cl2N
• Molecular Weight: 186.038
• Product Categories: Indoles and derivatives;Indoles;CHIRAL CHEMICALS
• Mol File: 4792-72-7.mol

Chemical Properties

• Boiling Point: 328.1 °C at 760 mmHg
• Flash Point: 182.2 °C
• Appearance: /
• Density: 1.479 g/cm³
• Vapor Pressure: 0.000236mmHg at 25°C
• Refractive Index: 1.651
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 14.51±0.30(Predicted)
• CAS DataBase Reference: 5,7-DICHOROINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-DICHOROINDOLE(4792-72-7)
• EPA Substance Registry System: 5,7-DICHOROINDOLE(4792-72-7)

Safety Data

• Hazardous Substances Data: 4792-72-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5,7-Dichloroindole is used as a key intermediate in the synthesis of various complex pharmacological compounds. Its presence in the indole ring structure allows for the creation of a wide range of biologically active molecules, making it a valuable asset in drug development.
Used in Research and Development:
In the field of research and development, 5,7-dichloroinddole is used as a starting material for the synthesis of new compounds with potential therapeutic applications. Its unique chemical properties enable the exploration of novel chemical reactions and the generation of innovative drug candidates.
Used in Chemical Synthesis:
5,7-Dichloroindole is used as a versatile building block in chemical synthesis, particularly in the creation of indole-based compounds. Its reactivity and the presence of chlorine atoms facilitate the formation of new chemical bonds, leading to the development of a diverse array of molecules with potential applications in various industries.
Used in Toxicological Studies:
Due to its potential toxicity, 5,7-dichloroinddole is also used in toxicological studies to understand the effects of chlorinated hydrocarbons on living organisms. This research is essential for the safe handling and disposal of such compounds, as well as for the development of safer alternatives in pharmaceutical applications.

InChI:InChI=1/C8H5Cl2N/c9-6-3-5-1-2-11-8(5)7(10)4-6/h1-4,8H

Upstream product

• 4792-71-6 5,7-dichloro-1H-indole-2-carboxylic acid 
• 78-94-4 methyl vinyl ketone 
• 684250-09-7 2,4-dichloro-6-ethynylphenylamine 
• 611-06-3 2,4-dichloronitrobenzene 
• 3536-96-7 vinylmagnesium chloride 
• 697-86-9 2,4-dichloro-6-bromoaniline 
• 4792-70-5 5,7-dichloro-indole-2-carboxylic acid ethyl ester 
• 684250-19-9 2,4-dichloro-6-trimethylsilanylethynylaniline 

Downstream Products

• 4771-51-1 5,7-dichloroindole-3-carbaldehyde 
• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 1259890-94-2 5-chloro-7-(4-methoxyphenyl)indole 

Relevant articles and documents

Synthesis of indoloquinolines: An intramolecular cyclization leading to advanced perophoramidine-relevant intermediates

The bioactive natural product perophoramidine has proved a challenging synthetic target. An alternative route to its indolo[2,3-b]quinolone core structure involving a N-chlorosuccinimde-mediated intramolecular cyclization reaction is reported. Attempts to progress towards the natural product are also discussed with an unexpected deep-seated rearrangement of the core structure occurring during an attempted iodoetherification reaction. X-ray crystallographic analysis provides important analytical confirmation of assigned structures.

Electrochemical-mediated cyclization of 2-alkynylanilines: A clean and safe synthesis of indole derivatives

The electrochemical-mediated annulation of 2-alkynylanilines to the corresponding indole derivatives proceeds in good yields and under conditions that avoid the use of metal catalysts or classical organic acids and bases. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

SUBSTITUTED INDOLE DERIVATIVES

Provided herein are indole derivatives, pharmaceutical compositions containing them, methods for their use, and methods for preparing these compounds.

Gold-catalyzed reactions of 2-alkynyl-phenylamines with α-β-enones

(Chemical Equation Presented) The gold-catalyzed reaction of 2-alkynyl-phenylamines with α,β-enones represents a new general one-pot entry into C-3-alkyl-indoles by sequential reactions. Gold-catalyzed sequential cyclization/ alkylation, N-alkylation/cyclization, or N-alkylation/cyclization/alkylation reactions leading to different indoles can be directed by changing the 2-alkynyl-phenylamine 1/α,β-enone 3 ratio and the reaction temperature. Unusual gold-catalyzed rearrangement reaction of indoles are observed at 140°C. New gold-catalyzed formation of propargyl-alkyl ether under mild conditions and the hydration reaction of N-acetyl-2-ethynyl-phenylamine are reported.

Gold(III)-catalyzed annulation of 2-alkynylanilines: A mild and efficient synthesis of indoles and 3-haloindoles

Gold(III)-catalyzed annulation of 2-alkynylanilines in EtOH or EtOH-water mixtures at room temperature gives indoles derivatives in good yields. One-flask protocol for the gold-catalyzed conversion of 2-alkynylanilines to 3-bromo and 3-iodoindoles is also reported.