57120-36-2

Usage

Uses

Used in Chemical Synthesis:
4-(tert-butoxy)aniline serves as a crucial precursor in the synthesis of various dyes, pharmaceuticals, and other organic compounds. Its unique chemical structure allows for the creation of a wide range of products with diverse applications across different industries.
Used in Organic Pigments:
Due to its structural and functional properties, 4-(tert-butoxy)aniline is utilized in the development of organic pigments. These pigments are known for their color intensity, stability, and resistance to various environmental factors, making them suitable for use in paints, coatings, and plastics.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 4-(tert-butoxy)aniline is employed as a key intermediate in the production of various drugs. Its unique chemical properties enable the development of medications with specific therapeutic effects, contributing to advancements in healthcare.
Used in Dye Industry:
4-(tert-butoxy)aniline plays a significant role in the dye industry, where it is used as a precursor for the synthesis of a variety of dyes. These dyes are utilized in the coloring of textiles, plastics, and other materials, offering a broad spectrum of color options and enhancing the aesthetic appeal of various products.
Used in Research and Development:
In research and development settings, 4-(tert-butoxy)aniline is employed as a valuable compound for studying the properties and behavior of aromatic amines and their derivatives. Its unique structure and reactivity make it an essential tool for exploring new chemical reactions and developing innovative applications in various fields.

Upstream product

• 2109-72-0 4-tert-butoxy-1-nitrobenzene 
• 18995-35-2 4-tert-butoxychlorobenzene 
• 100-02-7 4-nitro-phenol 
• 6669-13-2 t-butyl phenyl ether 

Downstream Products

• 2109-73-1 N-(4-tert-butoxyphenyl)acetamide 
• 222637-83-4 1-azido-4-(tert-butoxy)benzene 
• 1088433-81-1 (2R,5S)-diethyl 1-(4-tert-butoxyphenyl)-2,5-bis(4-(trifluoromethyl)phenyl)imidazolidine-4,4-dicarboxylate 
• 1088433-86-6 (2R,5S)-diethyl 2,5-bis(3-bromophenyl)-1-(4-tert-butoxyphenyl)imidazolidine-4,4-dicarboxylate 
• 1088433-83-3 (2R,5S)-diethyl 1-(4-tert-butoxyphenyl)-2,5-bis(4-fluorophenyl)imidazolidine-4,4-dicarboxylate 
• 1088433-82-2 (2R,5S)-diethyl 1-(4-tert-butoxyphenyl)-2,5-bis(4-chlorophenyl)imidazolidine-4,4-dicarboxylate 
• 1088433-90-2 (2R,5S)-diethyl 1-(4-tert-butoxyphenyl)-2,5-di(naphthalen-1-yl)imidazolidine-4,4-dicarboxylate 
• 1088433-77-5 (2R,5S)-diethyl 1-(4-tert-butoxyphenyl)-2,5-bis(4-nitrophenyl)imidazolidine-4,4-dicarboxylate 
• 1088433-75-3 (2R,5S)-diethyl 1-(4-tert-butoxyphenyl)-2,5-diphenylimidazolidine-4,4-dicarboxylate 
• 1088433-95-7 (2S,5S)-diethyl 2,5-bis(4-bromophenyl)-1-(4-tert-butoxyphenyl)imidazolidine-4,4-dicarboxylate 
• 1088433-78-6 (2R,5S)-diethyl 2,5-bis(4-bromophenyl)-1-(4-tert-butoxyphenyl)imidazolidine-4,4-dicarboxylate 

Relevant academic research and scientific papers

Crystallography-guided discovery of carbazole-based retinoic acid-related orphan receptor gamma-t (RORγt) modulators: insights into different protein behaviors with “short” and “long” inverse agonists

A series of 6-substituted carbazole-based retinoic acid-related orphan receptor gamma-t (RORγt) modulators were discovered through 6-position modification guided by insights from the crystallographic profiles of the “short” inverse agonist 6. With the increase in the size of the 6-position substituents, the “short” inverse agonist 6 first reversed its function to agonists and then to “long” inverse agonists. The cocrystal structures of RORγt complexed with the representative “short” inverse agonist 6 (PDB: 6LOB), the agonist 7d (PDB: 6LOA) and the “long” inverse agonist 7h (PDB: 6LO9) were revealed by X-ray analysis. However, minor differences were found in the binding modes of “short” inverse agonist 6 and “long” inverse agonist 7h. To further reveal the molecular mechanisms of different RORγt inverse agonists, we performed molecular dynamics simulations and found that “short” or “long” inverse agonists led to different behaviors of helixes H11, H11’, and H12 of RORγt. The “short” inverse agonist 6 destabilizes H11’ and dislocates H12, while the “long” inverse agonist 7h separates H11 and unwinds H12. The results indicate that the two types of inverse agonists may behave differently in downstream signaling, which may help identify novel inverse agonists with different regulatory mechanisms.

HETEROCYCLIC CARBOXYLIC ACID AMIDE LIGAND AND APPLICATIONS THEREOF IN COPPER CATALYZED COUPLING REACTION OF ARYL HALOGENO SUBSTITUTE

Provided are a heterocyclic carboxylic acid amide ligand and applications thereof in a copper catalyzed coupling reaction. Specifically, provided are uses of a compound represented by formula (I), definitions of radical groups being described in the specifications. The compound represented by formula (I) can be used as the ligand in the copper catalyzed coupling reaction of the aryl halogeno substitute, and is used or catalyzing the coupling reaction for forming the aryl halogeno substitute having C—N, C—O, C—S and other bonds.

Oxalic amide ligands, and uses thereof in copper-catalyzed coupling reaction of aryl halides

The present invention provides oxalic amide ligands and uses thereof in copper-catalyzed coupling reaction of aryl halides. Specifically, the present invention provides a use of a compound represented by formula I, wherein definitions of each group are described in the specification. The compound represented by formula I can be used as a ligand in copper-catalyzed coupling reaction of aryl halides for the formation of C—N, C—O and C—S bonds.

Selective Cross-Coupling of (Hetero)aryl Halides with Ammonia to Produce Primary Arylamines using Pd-NHC Complexes

Herein we report the first example of (hetero)arylation of ammonia using a monoligated palladium-NHC complex. The new, rationally designed, precatalyst (DiMeIHeptCl)Pd(allyl)Cl featuring highly branched alkyl chains has been shown to be effective in selective aminations across a range of challenging substrates, including nitrogen-containing heterocycles and those featuring base-sensitive functionality. The less bulky Pd-PEPPSI-IPentCl precatalyst performs well for ortho-substituted aryl halides, giving monoarylated products in high yield with good selectivity.

Fe-Catalyzed Amination of (Hetero)Arenes with a Redox-Active Aminating Reagent under Mild Conditions

A novel and efficient Fe-catalyzed direct C?H amination (NH2) of arenes is reported using a new redox-active aminating reagent. The reaction is simple, and can be performed under air, mild, and redox-neutral conditions. This protocol has a broad substrate scope and could be used in the late-stage modification of bioactive compounds. Mechanistic studies demonstrate that a radical pathway could be involved in this transformation.

Assembly of Primary (Hetero)Arylamines via CuI/Oxalic Diamide-Catalyzed Coupling of Aryl Chlorides and Ammonia

A general and practical catalytic system for aryl amination of aryl chlorides with aqueous or gaseous ammonia has been developed, with CuI as the catalyst and bisaryl oxalic diamides as the ligands. The reaction proceeds at 105-120°C to provide a diverse set of primary (hetero)aryl amines in high yields with various functional groups.

Nickel-catalyzed amination of Aryl chlorides with ammonia or ammonium salts

The nickel-catalyzed amination of aryl chlorides to form primary arylamines occurs with ammonia or ammonium sulfate and a well-defined single-component nickel(0) precatalyst containing a Josiphos ligand and an η2-bound benzonitrile ligand. This system also catalyzes the coupling of aryl chlorides with gaseous amines in the form of their hydrochloride salts. Simple alternative: The title reaction, which results in primary arylamines, is catalyzed by well-defined single-component nickel(0) precatalysts containing a Josiphos ligand and an η2-bound benzonitrile ligand. This system also catalyzes the coupling of aryl chlorides with gaseous amines in the form of their hydrochloride salts.

Lead optimization of aryl and aralkyl amine-based triazolopyrimidine inhibitors of plasmodium falciparum dihydroorotate dehydrogenase with antimalarial activity in mice

Malaria is one of the leading causes of severe infectious disease worldwide; yet, our ability to maintain effective therapy to combat the illness is continually challenged by the emergence of drug resistance.We previously reported identification of a new class of triazolopyrimidine-based Plasmodium falciparum dihydroorotate dehydrogenase (PfDHODH) inhibitors with antimalarial activity, leading to the discovery of a new lead series and novel target for drug development. Active compounds from the series contained a triazolopyrimidine ring attached to an aromatic group through a bridging nitrogen atom. Herein, we describe systematic efforts to optimize the aromatic functionality with the goal of improving potency and in vivo properties of compounds from the series. These studies led to the identification of two new substituted aniline moieties (4-SF5-Ph and 3,5-Di-F-4- CF 3-Ph), which, when coupled to the triazolopyrimidine ring, showed good plasma exposure and better efficacy in the Plasmodium berghei mouse model of the disease than previously reported compounds from the series.

Photochemical generation and lifetimes in water of p-aryloxy- and p-alkoxyphenylnitrenium ions

This paper describes product and flash photolysis studies following irradiation in aqueous solution of 4X-C6H4N3 [X = MeO (12a), EtO (12b), PriO (12c), ButO (12d), C6H5O (12e), 4-MeOC6H4O (12f), F, Cl] and 4-methoxy-l naphthyl azide (15). p-Benzoquinone (or 1,4-naphthoquinone) is observed as a product, in yields of 70-90% with 12a-d, 15, 40% with 12e, 26% with 4-F and 15% with 4-Cl. The quinone arises by a pathway whereby the initially-formed singlet arylnitrene is quenched by protonation by a solvent water molecule to form a nitrenium ion. Hydration of this cation at the para position leads through a hemiacetal (or halohydrin) to the quinone imine, whose hydrolysis results in the final quinone product. Three kinetic processes are observed, the nitrenium hydration on the us time scale, the hemiacetal breakdown on the ms time scale, and the imine hydrolysis on the minutes time scale. The nitrenium ions have lifetimes in aqueous solution of 50 ns (4-PhO), 70 ns (4-MeOC6H4O), 370 ns (4-MeO), 550 ns (4-EtO), 1.25 μs (4-PriO), 1.56 μs (4-ButO) and 1.35 μs (4-methoxynaphthyl). A nitrenium transient is not observed with the 4-halophenyl azides, probably because the lifetime is too short for detection with ns laser flash photolysis (LFP). The alkoxyphenylnitrenium ions are argued to be better represented as oxocarbocations derived from O-alkylation of the quinone imine. The 4-ethoxyphenylnitrenium ion is not quenched by 0.01 mol dm-3 2′-deoxyguanosine, so that k2(dG) is less than 2 × 107 mol -1 dm3 s-1. This contrasts with the 4-biphenylylnitrenium ion, which has a similar solvent reactivity, but reacts with k2(dG) = 2 × 109 mol-1 dm3 s-1. The localization of the positive charge in the alkoxy system is a possible explanation behind this difference.

Pentafluorobenzenesulfonamides and analogs

The invention provides methods and compositions relating to novel pentafluorophenylsulfonamide derivatives and analogs and their use as pharmacologically active agents. The compositions find particular use as pharmacological agents in the treatment of disease states, particularly atherosclerosis and hypercholesterolemia, or as lead compounds for the development of such agents. The compositions include compounds of the general formula I: STR1