29813-87-4

Usage

InChI:InChI=1/C13H13NO/c1-10-2-4-11(5-3-10)14-12-6-8-13(15)9-7-12/h2-9,14-15H,1H3

Upstream product

• 99-99-0 1-methyl-4-nitrobenzene 
• 108-95-2 phenol 
• 623-10-9 N-(4-methylphenyl)hydroxylamine 
• 2101-86-2 p-methylazidobenzene 
• 7664-93-9 sulfuric acid 
• 624-31-7 4-tolyl iodide 
• 123-30-8 4-amino-phenol 
• 18440-54-5 N-(4-Methylphenyl)-1,4-benzoquinone monoimine 
• 585526-04-1 N-(4-methoxy-4-methylcyclohexa-2,5-dien-1-ylidene)-4-methylbenzenesulfonamide 
• 599-86-0 4-methyl-N-(4-methylphenyl)benzenesulfonamide 
• 106-38-7 para-bromotoluene 
• 100723-80-6 [1,4]benzoquinone-imine-p-tolylimine 
• 33227-76-8 N-(4-methylphenyl)-1,4-benzenediamine 
• 106-41-2 4-bromo-phenol 

Downstream Products

• 15646-91-0 2-(4-p-toluidino-phenoxy)-ethanol 
• 764717-78-4 N-4-hydroxyphenyl-N-4-methylphenylamino acetonitrile 
• 33227-76-8 N-(4-methylphenyl)-1,4-benzenediamine 
• 63430-52-4 4-(methyl-p-tolyl-amino)-phenol 
• 620-91-7 N,N'-bis(4-methylphenyl)-1,4-benzenediamine 
• 15017-02-4 N,N'-bis(o-methylphenyl)-p-phenylenediamine 
• 620-84-8 4-methyldiphenylamine 
• 59919-04-9 4-methoxy-N-methyl-N-(p-tolyl)aniline 
• 18440-54-5 N-(4-Methylphenyl)-1,4-benzoquinone monoimine 
• 109247-38-3 (4-pentyloxy-phenyl)-p-tolyl-amine 
• 47142-51-8 N-(4,5-dihydro-1H-2-imidazolylmethyl)-N-4-hydroxyphenyl-N-4-methylphenylamine 

Relevant academic research and scientific papers

(DiMeIHeptCl)Pd: A Low-Load Catalyst for Solvent-Free (Melt) Amination

(DiMeIHeptCl)Pd, a hyper-branched N-aryl Pd NHC catalyst, has been shown to be efficient at performing amine arylation reactions in solvent-free ("melt") conditions. The highly lipophilic environment of the alkyl chains flanking the Pd center serves as lubricant to allow the complex to navigate through the paste-like environment of these mixtures. The protocol can be used on a multi-gram scale to make a variety of aniline derivatives, including substrates containing alcohol moieties.

Substituted anilino-benzothiazole-2-thioketone compound as well as preparation method and application thereof

The invention discloses a substituted anilino-benzothiazole-2-thioketone compound and a preparation method thereof. In addition, the invention also relates to an application of the compound in rubberproducts. The substituted anilino-benzothiazole-2-thioketone compound disclosed by the invention not only can promote rubber vulcanization, but also can prolong the service life of the rubber products.

Cu2O/1-(2-methylhydrazine-1-carbonyl)-isoquinoline 2-oxide catalyzed C-N cross-coupling reaction in aqueous media

An experimentally simple, efficient, and inexpensive catalyst system was developed for the N-arylation of imidazole, indole, pyrrole, alkyl alcohol amines, and alkyl amines with aryl iodides and bromides. The reaction proceeds in water-ethanol media at 120 °C for 12 h with Cu2O as the catalyst, 1-(2-methylhydrazine-1-carbonyl)-isoquinoline 2-oxide (L2) as the ligand, NaOH as the base to generate a wide range of N-arylated products in moderate to excellent yields. Aqueous medium, ease of operation, and broad substrate scope give the process a benign environmental profile.

One-pot synthesis of diarylamines from two aromatic amines via oxidative dearomatization-imino exchange-reductive aromatization

A one-pot synthetic strategy for diarylamines using only aromatic amines as starting materials has been developed. This method involved a PhI(OAc) 2-induced oxidative dearomatization of N-sulfonyl protected para-substituted anilines, a Bi(OTf)3-catalyzed imino exchange reaction between N-sulfonyl cyclohexadienimines and aromatic amines, and a CF3COOH/Zn mediated reductive aromatization of the resulting N-aryl cyclohexadienimines.

Orthogonal Cu- and Pd-based catalyst systems for the O- and N-arylation of aminophenols

O- or N-arylated aminophenol products constitute a common structural motif in various potentially useful therapeutic agents and/or drug candidates. We have developed a complementary set of Cu- and Pd-based catalyst systems for the selective O- and N-arylation of unprotected aminophenols using aryl halides. Selective O-arylation of 3- and 4-aminophenols is achieved with copper-catalyzed methods employing picolinic acid or CyDMEDA, trans-N,N′-dimethyl-1,2- cyclohexanediamine, respectively, as the ligand. The selective formation of N-arylated products of 3- and 4-aminophenols can be obtained with BrettPhos precatalyst, a biarylmonophosphine-based palladium catalyst. 2-Aminophenol can be selectively N-arylated with CuI, although no system for the selective O-arylation could be found. Coupling partners with diverse electronic properties and a variety of functional groups can be selectively transformed under these conditions.

Palladium/proazaphosphatrane-catalyzed amination of aryl halides possessing a phenol, alcohol, acetanilide, amide or an enolizable ketone functional group: Efficacy of lithium bis(trimethylsilyl)amide as the base

A commercially available catalyst system comprising Pd(OAc)2 or Pd2(dba)3 and the proazaphosphatrane ancillary ligand P(i-BuNCH2CH2)3N (1) for the amination of aryl halides substituted with a phenol, alcohol, acetanilide, amide or ketone group containing an enolizable hydrogen is described. The reaction is performed in the presence of LiN(SiMe3)2 as the base. Other bases tested were either less effective or completely non-functional.