5900-55-0

Usage

Uses

Used in Pharmaceutical Industry:
2-ACETAMINO-4-CHLOROTOLUENE is used as an intermediate for the synthesis of Metolazone (M338750), which is a diuretic and an antihypertensive agent. Metolazone is prescribed for the treatment of hypertension and edema, as it helps in increasing urine output and reducing fluid retention in the body. 2-ACETAMINO-4-CHLOROTOLUENE's role in the synthesis of Metolazone highlights its importance in the development of medications for cardiovascular health.

InChI:InChI=1/C15H15N3O2/c19-14(17-10-12-4-2-1-3-5-12)15(20)18-11-13-6-8-16-9-7-13/h1-9H,10-11H2,(H,17,19)(H,18,20)

Upstream product

• 64-19-7 acetic acid 
• 95-79-4 5-chloro-2-methyl-benzenamine 
• 106-43-4 para-chlorotoluene 
• 75-36-5 acetyl chloride 
• 120-66-1 N-(2-methylphenyl)acetamide 
• 89-59-8 4-chloro-2-nitrotoluene 
• 108-24-7 acetic anhydride 
• 108-42-9 3-chloro-aniline 
• 588-07-8 3-Chloroacetanilide 
• 112359-25-8 5-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate 

Downstream Products

• 136403-09-3 acetic acid-(4,5-dichloro-2-methyl-anilide) 
• 17560-53-1 6-acetylamino-4-chloro-toluene-3-sulfonic acid amide 
• 13852-50-1 N-(5-chloro-2-methyl-4-nitrophenyl)acetamide 
• 13852-51-2 5-chloro-2-methyl-4-nitroaniline 
• 13852-53-4 3-chloro-6-methyl-2-nitro-aniline 
• 99585-96-3 acetic acid-(2,3-dichloro-6-methyl-anilide) 
• 5900-56-1 2-acetylamino-4-chlorobenzoic acid 
• 103564-52-9 4-acetylamino-2-chloro-5-methyl-benzoic acid 
• 108130-04-7 1-(4-amino-2-chloro-5-methyl-phenyl)-2-chloro-ethanone 
• 93863-88-8 (5-bromo-6-chloroindol-3-yl)-β-D-galactopyranoside 
• 1607828-49-8 5-bromo-4-chloro-N-[(allyloxycarbonyl)methyl]anthranilic acid allyl ester 
• 50419-88-0 2-amino-5-bromo-4-chlorobenzene carboxylic acid 
• 1607828-44-3 N-acetyl-5-bromo-4-chloroanthranilic acid 
• 1607828-43-2 N-(4-bromo-5-chloro-2-methylphenyl)-acetamide 

Relevant academic research and scientific papers

METHODS AND COMPOSITIONS FOR TARGETING TREGS USING CCR8 INHIBITORS

Provided herein are compounds of Formula (I) which can be used as CCR8 inhibitors, which can be used as treatment or prevention of cancer using CCR8 inhibitors targeted tumor specific T regulatory cells.

Chemoselective reduction of nitroarenes, N-acetylation of arylamines, and one-pot reductive acetylation of nitroarenes using carbon-supported palladium catalytic system in water

Developing and/or modifying fundamental chemical reactions using chemical industry-favorite heterogeneous recoverable catalytic systems in the water solvent is very important. In this paper, we developed convenient, green, and efficient approaches for the chemoselective reduction of nitroarenes, N-acetylation of arylamines, and one-pot reductive acetylation of nitroarenes in the presence of the recoverable heterogeneous carbon-supported palladium (Pd/C) catalytic system in water. The utilize of the simple, effective, and recoverable catalyst and also using of water as an entirely green solvent along with relatively short reaction times and good-to-excellent yields of the desired products are some of the noticeable features of the presented synthetic protocols. Graphic abstract: [Figure not available: see fulltext.].

Complementary Site-Selective Halogenation of Nitrogen-Containing (Hetero)Aromatics with Superacids

Site-selective functionalization of arenes that is complementary to classical aromatic substitution reactions remains a long-standing quest in organic synthesis. Exploiting the generation of halenium ion through oxidative process and the protonation of the nitrogen containing function in HF/SbF5, the chlorination and iodination of classically inert Csp2?H bonds of aromatic amines occurs. Furthermore, the superacid-promoted (poly)protonation of the molecules acts as a protection, favoring the late-stage selective halogenation of natural alkaloids and active pharmaceutical ingredients.

Ni2B@Cu2O and Ni2B@CuCl2: two new simple and efficient nanocatalysts for?the green one-pot reductive acetylation of nitroarenes and direct N-acetylation of arylamines using solvent-free mechanochemical grinding

Abstract: Ni2B@Cu2O and Ni2B@CuCl2 are introduced as simple and efficient earth-abundant transition-metal-based nanocomposites for the?green one-pot reductive acetylation of aromatic nitro compounds and direct N-acetylation of arylamines using a solvent-free mechanochemical grinding technique. The designed Ni2B-based nanocomposites were characterized by Fourier-transform infrared (FT-IR) spectroscopy, X-ray diffraction (XRD) analysis, and scanning electron microscopy (SEM) with energy-dispersive X-ray (EDX) spectroscopy. Notable advantages of these methods include broad substrate scope, use of a solvent-free mechanochemical grinding technique, implementation of earth-abundant transition-metal-based nanocomposites as simple and practical catalysts, and short reaction time and high yield at ambient condition. The mentioned methods can also be successfully applied for the?synthesis of a broad range of other amides (especially substituted acetamides) using green chemistry protocols. Also, the recoverability and reusability of the mentioned new nanocomposites were investigated. Graphical abstract: [Figure not available: see fulltext.].

Synthesis of magnetic Fe3O4@SiO2@Cu–Ni–Fe–Cr LDH: an efficient and reusable mesoporous catalyst for reduction and one-pot reductive-acetylation of nitroarenes

Abstract: Magnetically recoverable Fe3O4@SiO2@Cu–Ni–Fe–Cr LDH was prepared under co-precipitation conditions. Characterization of the mesoporous catalyst was confirmed using Fourier-transformed infrared spectroscopy, scanning electron microscopy, energy-dispersive X-ray spectroscopy, X-ray diffraction, vibration sample magnetometer, Brunauer–Emmett–Teller, thermogravimetric, differential thermogravimetric analyses and transmission electron microscopy. Reduction of nitroarenes to the corresponding arylamines and one-pot reductive-acetylation of nitroarenes to acetanilides were carried out successfully by nanoparticles of the immobilized Cu–Ni–Fe–Cr layered double hydroxide on silica-coated Fe3O4 in water as a green solvent. All reactions were carried out within 6–22?min affording arylamines and N-arylacetamides in high-to-excellent yields. Reusability of the core–shell nanocatalyst was examined six times without significant loss of its catalytic activity.

Sulfonium Salts as Alkylating Agents for Palladium-Catalyzed Direct Ortho Alkylation of Anilides and Aromatic Ureas

A novel method for the ortho alkylation of acetanilide and aromatic urea derivatives via C-H activation was developed. Alkyl dibenzothiophenium salts are considered to be new reagents for the palladium-catalyzed C-H activation reaction, which enables the transfer of methyl and other alkyl groups from the sulfonium salt to the aniline derivatives under mild catalytic conditions.

Impregnated copper on Fe3O4: an efficient magnetically separable nanocatalyst for rapid and selective acylation of amines

The present paper describes the synthesis of N-arylacetamides through acetylation of arylamines with Ac2O in the presence of magnetically recyclable Fe3O4/Cu NPs. All reactions were carried out efficiently in H2O within 2–10?min to give the products in 89–95% yields. Selective acetylation of amines versus alcohols was carried out successfully with this acetylating system. In addition, acetylation of amines and phenols was taken place with the same reactivity. Reusability of the nanocatalyst was examined 5 times without significant loss of its catalytic activity.

PHENYLALKYL AND PYRIDYLALKYL PIPERAZINE DERIVATIVES

This invention relates to compounds of the formula (1) wherein R1, R3, R4, X1, and X2 are defined as in the specification, pharmaceutical compositions containing them and their use in the treatment of central nervous system and other disorders.