6953-83-9

Usage

Uses

Used in Pharmaceutical Synthesis:
1-(4-amino-3-chloro-phenyl)-ethanone is used as a key intermediate in the synthesis of pharmaceutical compounds for its ability to facilitate the creation of diverse drug molecules. Its unique structure allows for versatile chemical reactions that are essential in developing new medications.
Used in Organic Synthesis and Research:
In the field of organic synthesis, 1-(4-amino-3-chloro-phenyl)-ethanone is utilized as a valuable precursor for the development of complex organic molecules. Its presence in research settings is attributed to its potential to contribute to the understanding of chemical reactions and the discovery of new synthetic pathways.
Used in Drug Development:
1-(4-amino-3-chloro-phenyl)-ethanone is employed as a building block in drug development, playing a critical role in the production of various medications. Its structural components enable the design and synthesis of new drug candidates, which can be further optimized for therapeutic efficacy and safety.

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

Upstream product

• 54839-95-1 N-[2-chloro-4-acetyl-phenyl]-acetamide 
• 2642-63-9 3',4'-dichloroacetophenone 
• 533-17-5 N-(2-chlorophenyl)acetamide 
• 2401-21-0 1,2-Dichloro-3-iodobenzene 
• 99-92-3 p-aminobenzophenone 
• 95-51-2 o-chloroaniline 
• 91238-44-7 N-chloro-p-acetylacetanilide 

Downstream Products

• 116686-84-1 3'-chloro-4-nitroacetophenone 
• 60677-40-9 4-amino-3-bromo-5-chloroacetophenone 
• 37153-52-9 bromoclenbuterol 
• 116686-59-0 4'-(2-amino-4-thiazolyl)-2'-(2,4-difluorophenoxy)methanesulfonanilide 
• 116687-44-6 2-methyl-2-[4-nitro-3-(2,4,6-trichlorophenoxy)phenyl]-1,3-dioxolane 
• 116687-25-3 2-[3-(2,6-dichlorophenoxy)-4-nitrophenyl]-2-methyl-1,3-dioxolane 
• 146139-79-9 2-[3-(2,4-Difluoro-phenoxy)-4-nitro-phenyl]-2-methyl-[1,3]dioxolane 
• 116687-65-1 4'-bromoacetyl-2'-(2,4-difluorophenoxy)methanesulfonanilide 

Relevant academic research and scientific papers

Phenylethanolamine β receptor agonist synthetic method

The invention discloses a phenylethanolamine β receptor agonist synthetic method, comprises the following steps: S1: the 4 - amino acetophenone dissolved in an organic solvent, with the electrophilic reagent occurs on the benzene ring substituted halogenated reaction, generating [...] intermediate; [...] intermediates in organic solvent or in water, under the catalysis of the metal catalyst with the cyanide reagent undergo nucleophilic substitution reaction, generating phenyl ketone intermediate; S2: phenyl ketone intermediates in organic solvent, with the copper bromide generating carbonyl α bromo reaction to produce α - bromoacetophenone intermediates; S3: α - bromoacetophenone intermediates in organic solvent with tert-butyl amine or isopropylamine reaction intermediates acetophenone amines; S4: acetophenone amine intermediates in organic solvent, with the reduction hydrogenation reagent react to generate the phenylethanolamine β receptor agonists; synthetic method of this invention a simple and highly efficient and cheap and easy to obtain, atom utilization is high, the synthetic product chemical purity is greater than 99%, to meet the detection requirements of the food safety.

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.

Benzenesulfonamides with benzimidazole moieties as inhibitors of carbonic anhydrases I, II, VII, XII and XIII

A series of benzenesulfonamide derivatives, bearing benzimidazole moieties, were designed and synthesized as inhibitors of carbonic anhydrases (CAs). Their binding affinities to recombinant human CA isozymes I, II, VII, XII and XIII were determined by the

2,4,6-Tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine as a new recyclable hypervalent iodine(III) reagent for chlorination and oxidation reactions

The synthesis of 2,4,6-tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine, as a new recyclable nonpolymeric analogue of (dichloroiodo)benzene, is achieved in two steps using 2,4,6-trichloro-1,3,5-triazine and 4-iodophenol. The application of 2,4,6-tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine for the chlorination reaction of various activated arenes, olefin, and 1,3-diketone is demonstrated. The reagent 2,4,6-tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine can be applied also for the oxidative synthesis of 1,3,4-oxadiazoles and 1,2,4-thiadiazoles under mild conditions in excellent yields. The recyclability of the 2,4,6-tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine was possible owing to the facile recovery and reuse of the coproduced 2,4,6-tris(4-iodophenoxy)-1,3,5- triazine from the reaction mixture due to its practical insolubility in methanol. Georg Thieme Verlag Stuttgart, New York.

Ecofriendly solvent free microwave enhanced thermal Fries rearrangement of anilides and phenyl ureas

A rapid, cleaner, cost effective and ecofriendly synthesis of exclusive para aminoaryl ketones and para aminoaryl amides in solvent free conditions using solid supports under microwave irradiation is achieved.

Practical and efficient chlorination of deactivated anilines and anilides with NCS in 2-propanol

Deactivated anilines and anilides were efficiently monochlorinated with NCS in 2-propanol. The described method was applicable to a large scale synthesis.

Thermal Fries rearrangement of anilides

Anilides undergo thermal Fries rearrangement in the presence of TiCl4, ThCl4 and ZrOCl2 to afford either para-aminoaryl ketones exclusively or ortho- and para-aminoaryl ketones in which the para-product predominates.

Alkanesulfonanilide derivatives, processes for preparation thereof and pharmaceutical composition comprising the same

This invention relates to new alkane-sulfonanilide derivatives of the formula: STR1 wherein R1, R2 and R8 are each hydrogen, cyano, halogen, lower alkyl, halo (lower) alkyl, lower alkylthio, lower alkylsulfinyl, lower alkylsulfonyl or lower alkoxy, R3 is lower alkyl, R4 is acyl, cyano, carboxy, hydroxy(lower)-alkyl, mercapto, lower alkylthio, lower alkylsulfinyl, lower alkylsulfonyl, 5-membered unsaturated heterocyclic group which may have amino, lower alkanoylamino, lower alkylthio or lower alkylsulfonyl, phenylthio which may have nitro or amino, lower alkanoyl(lower)alkenyl or a group of the formula: STR2 wherein R6 is hydrogen, amino or lower alkyl and R7 is hydroxy, lower alkoxy, carboxy(lower)alkoxy, lower alkoxycarbonyl(lower)alkoxy, ureido or thioureido, and R5 is hydrogen, halogen, lower alkyl or lower alkanoyl, and pharmaceutically acceptable salts thereof. More particularly, it relates to alkanesulfonanilide derivatives and pharmaceutically acceptable salts thereof which have antiinflammatory activities and analgesic activities, to processes for the preparation thereof, to a pharmaceutical composition comprising the same and to a method for the treatment of inflammatory disease or pains in human being and animals".