1685-19-4

Basic information

• Product Name: Ethanone,1-(2-amino-5-chlorophenyl)-
• Synonyms: Ethanone,1-(2-amino-5-chlorophenyl)-;1-(2-aMino-5-chlorophenyl)ethan-1-one;(2-AMino-5-chlorophenyl)ethanone
• CAS NO: 1685-19-4
• Molecular Formula: C8H8ClNO
• Molecular Weight: 169.61
• Mol File: 1685-19-4.mol

Chemical Properties

• Melting Point: 65-66 °C
• Boiling Point: 305.14 °C at 760 mmHg
• Flash Point: 138.344 °C
• Appearance: /
• Density: 1.255 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: 2-8°C(protect from light)
• PKA: 1.67±0.10(Predicted)
• CAS DataBase Reference: Ethanone,1-(2-amino-5-chlorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone,1-(2-amino-5-chlorophenyl)-(1685-19-4)
• EPA Substance Registry System: Ethanone,1-(2-amino-5-chlorophenyl)-(1685-19-4)

Safety Data

• Hazardous Substances Data: 1685-19-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Ethanone,1-(2-amino-5-chlorophenyl)is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, Ethanone,1-(2-amino-5-chlorophenyl)is utilized as a precursor in the production of agrochemicals, contributing to the development of effective pesticides and other agricultural chemicals.
Used in Organic Synthesis:
Ethanone,1-(2-amino-5-chlorophenyl)is used as a building block in the synthesis of various organic compounds, enabling the creation of a wide range of chemical products with diverse applications.
Used in Research and Development:
Ethanone,1-(2-amino-5-chlorophenyl)is employed in research and development for exploring its potential biological and pharmacological activities, such as anti-inflammatory and anti-cancer properties, which could lead to the discovery of new therapeutic agents.
Safety Precautions:
Due to its potential health hazards, Ethanone,1-(2-amino-5-chlorophenyl)must be handled and stored with proper safety measures to minimize risks to human health and the environment.

InChI:InChI=1/C8H8ClNO/c1-5(11)7-4-6(9)2-3-8(7)10/h2-4H,10H2,1H3

Upstream product

• 539-03-7 N-(4-chlorophenyl)acetamide 
• 1438400-36-2 N-(2-acetyl-4-chlorophenyl)-4-methylbenzenesulfonamide 
• 917-54-4 methyllithium 
• 635-21-2 5-chloroanthranilic acid 
• 5922-60-1 2-amino-5-chlorobenzonitrile 
• 106-47-8 4-chloro-aniline 
• 75-16-1 methylmagnesium bromide 
• 150879-48-4 N-methyl-N-methyloxy-2-amino-5-chlorobenzamide 
• 99-02-5 3'-Chloroacetophenone 
• 75-05-8 acetonitrile 
• 18640-60-3 5-chloro-2-nitroacetophenone 

Downstream Products

• 18514-88-0 6-chloro-4(1H)-cinnoline 
• 41019-23-2 benzoic acid-(2-acetyl-4-chloro-anilide) 
• 326585-82-4 6-(2-acetyl-4-chloro-phenylamino)quinoline-5,8-dione 
• 91311-32-9 N-(2-acetyl-4-chlorophenyl)formamide 
• 1234560-90-7 diethyl (2-acetyl-4-chlorophenylcarbamoyl)bromomethylphosphonate 
• 1353787-43-5 (C₅H₅)Fe(C₅H₄)CHCHC(O)C₆H₃(Cl)(NH₂) 
• 1609269-28-4 6-chloro-4-methyl-2,3-diphenylquinoline 
• 1133158-36-7 6-chloro-2-phenyl-2,3-dihydroquinolin-4(1H)-one 
• 720681-64-1 4-chloro-2-(prop-1-en-2-yl)aniline 
• 1133158-43-6 6-chloro-2-(4'-methoxyphenyl)-2,3-dihydro-4(1H)-quinolone 
• 22684-24-8 2-chloro-9-methylacridine 
• 3158-98-3 1-(2-amino-5-chlorophenyl)-1-phenylethan-1-ol 
• 3158-99-4 1-phenyl-1-(2-amino-5-chlorophenyl)ethylene 
• 30169-33-6 6-Chlor-1,2-dihydro-4-phenylchinolin-2-on 

Relevant articles and documents

Catalytic Asymmetric Addition of Diorganozinc Reagents to Pyrazole-4,5-Diones and Indoline-2,3-Diones

The catalytic enantioselective diorganozinc additions to cyclic diketones including pyrazolin-4,5-diones and isatins have been developed. In the presence of morpholine-containing chiral amino alcohol ligand, the corresponding chiral cyclic tertiary alcohols were produced in good to excellent yields (up to 97 %) and enantioselectivities (up to 95 % ee). The notable feature of this protocol includes its mild reaction conditions, Lewis acid additives free and broad functional group tolerance.

Experimental and Computational Studies on Cp*CyRh(III)/KOPiv-Catalyzed Intramolecular Dehydrogenative Cross-Couplings for Building Eight-Membered Sultam/Lactam Frameworks

Described herein is an unusual Cp*CyRh(III)-catalyzed intramolecular site-specific aryl C-H annulation, a highly chemoselective protocol providing direct access to eight-membered sultams/lactams with broad substrate/functional group tolerance. Experimental and computational studies reveal that such a transformation involves a unique PivOH-assisted aryl C-H activation/alkene insertion/β-H elimination/hydrogen-transfer process involving the Rh(III)-hydride species as the active intermediate with the concomitant release of H2 as the major byproduct, thus enabling the developed Cp*CyRh(III) catalysis with redox-neutral and highly atom-economical features.

One-Pot Synthesis of Spirocyclopenta[ a]indene Derivatives via a Cascade Ring Expansion and Intramolecular Friedel-Crafts-Type Cyclization

A one-pot efficient synthetic approach for the rapid construction of spirocyclopenta[a]indene derivatives has been developed via an iodine-initiated cascade ring expansion and intramolecular Friedel-Crafts-type cyclization from propargyl alcohol-tethered alkylidenecyclobutanes under mild conditions with broad substrate scope. This cascade process can be elegantly conducted on a gram scale. A plausible reaction mechanism has been proposed on the basis of a series of deuterium labeling and control experiments.

Pd-catalyzed regiodivergent synthesis of diverse oxindoles enabled by the versatile heck reaction of carbamoyl chlorides

We report herein a miscellaneous oxindole synthesis bearing an all-carbon quaternary center, enabled by Pd-catalyzed intramolecular cyclization followed by multiple intermolecular Heck reactions of both easily accessible alkene-tethered carbamoyl chlorides and olefins. This protocol obviates the use of prefunctionalized olefinic reagents, exhibits excellent functional group tolerance, and features fascinating reactive versatility.

Copper-catalyzed tandem annulation/enol nucleophilic addition to access multisubstituted indoles

A method to access various multisubstituted indoles from propargylic alcohols and readily available enol nucleophiles by copper-catalyzed tandem annulation/enol nucleophilic addition has been developed. Compared to the expensive metal catalysts such as platinum, gold, silver, and palladium used previously, the most economical copper(i) catalyst could achieve this reaction efficiently. The fused heterocyclic compounds, pyrrolo[1,2-a] indoles, could be afforded by further transformation of the products. The allyl cation intermediate may be involved in the mechanism.

Catalyst-free geminal aminofluorination of ortho-sulfonamide-tethered alkylidenecyclopropanes via a Wagner-Meerwein rearrangement

A catalyst-free intramolecular geminal aminofluorination of ortho-sulfonamide-tethered alkylidenecyclopropanes has been developed. The reaction proceeded through two SET processes with Selectfluor to give a fluorinated cyclopropylcarbinyl cation and a further Wagner-Meerwein rearrangement to generate a cyclobutyl carbocation, which undergoes intramolecular nucleophilic capture by amide to forge fluorinated cyclobuta[b]indoline derivatives. A polycyclic multi-fluorinated byproduct was also formed through a Ritter-type reaction in some cases.

Direct Electrophilic C?H Alkynylation of Unprotected 2-Vinylanilines

Unprotected aromatic amines can be used as directing groups in metal-catalyzed C?H alkynylations of alkenes. By using low amounts of an IrIIIcatalyst in combination with alkynylbenziodoxolones as electrophilic alkyne-transfer reagents, highly desirable 1,3-enynes were isolated in excellent yields of up to 98 % with Z stereoselectivity. A broad substrate scope as well as the high synthetic utility of the 1,3-enynes render this new method an efficient approach for the synthesis of five- and six-membered heterocycles. Further derivatizations of the 1,3-enynes to highly substituted quinolines through AuI- and N-bromosuccinimide-mediated exo-dig cyclizations were demonstrated.

NH2-directed C-H alkenylation of 2-vinylanilines with vinylbenziodoxolones

The first directing-group-mediated C-H alkenylation with alkenyl-λ3-iodanes as electrophilic alkene-transfer reagents has been developed. The application of free aromatic amines as challenging but synthetically valuable directing groups in combination with an IrIII catalyst enabled the synthesis of highly desirable 1, 3- dienes in excellent yields of up to 98% with high to perfect (Z, E) stereoselectivity. A broad substrate scope and further synthetic modifications are demonstrated.

Photo-Fries rearrangement of aryl acetamides: Regioselectivity induced by the aqueous micellar green environment

Photochemical reactions tend to give more than one photoproduct. However, such a reaction can be a powerful synthetic tool when it is possible to conduct it in regioselective conditions yielding a single photoproduct. Water-surfactant solutions as reaction media can be considered as an approach in this context because they show products with different features than those from isotropic solutions. Here we describe results obtained from studying the effect on the prototypical photoreaction, known as the photo-Fries reaction of several substituted acetanilides and α-naphthyl acetamide within surfactant micelles (ionic and non-ionic micelles). This reaction involves homolytic cleavage of a C-N bond to yield a singlet radical pair. The surfactant micelles control the rotational and translational mobility of the radical pair, resulting in noticeable photoproduct selectivity.

A 1H-indazole derivatives preparation method

The invention provides a method for preparing 3-methyl-5-R-1H-indazole easily, safely and efficiently without performing any hydrazine hydrate reflux heating reaction or purifying a product and making the product pass through a column. The method at least comprises the following steps of: a, performing a diazo-reaction on 2-amino-5-R-hypnone serving as a raw material or an intermediate under the condition of an acid solution to generate a diazo salt; b, slowly adding a stannous chloride-hydrate hydrochloric acid solution into the diazo salt obtained in the step a for reacting to generate a 3-methyl-5-R-1H-indazole solution; and c, cooling the solution obtained in the step b under the condition that the pH value is 8-9, and precipitating a product out, wherein R in the steps above represents H or a halogen element.