151383-59-4

Upstream product

• 104-94-9 4-methoxy-aniline 
• 552-89-6 2-nitro-benzaldehyde 
• 2501-03-3 4-methoxy-N-(2-nitrobenzylidene)aniline 
• 612-23-7 2-nitrobenzyl chloride 

Downstream Products

• 151383-64-1 N-(4-Methoxy-phenyl)-N-(2-nitro-benzyl)-oxalamic acid ethyl ester 
• 104-94-9 4-methoxy-aniline 
• 151383-70-9 5-Methoxy-1-(2-nitro-benzyl)-1H-indole-2,3-dione 
• 20878-86-8 3-(4-methoxyphenyl)-3,4-dihydroquinazolin-2(1H)-one 
• 3682-75-5 2-(4-methoxyphenyl)-2H-indazole 
• 20878-55-1 N-(2-amino-benzyl)-p-anisidine 

Relevant academic research and scientific papers

High-Throughput Screening of Reductive Amination Reactions Using Desorption Electrospray Ionization Mass Spectrometry

This study describes the latest generation of a high-throughput screening system that is capable of screening thousands of organic reactions in a single day. This system combines a liquid handling robot with desorption electrospray ionization (DESI) mass spectrometry (MS) for a rapid reaction mixture preparation, accelerated synthesis, and automated MS analysis. A total of 3840 unique reductive amination reactions were screened to demonstrate the throughputs that are capable with the system. Products, byproducts, and intermediates were all monitored in full-scan mass spectra, generating a complete view of the reaction progress. Tandem mass spectrometry experiments were conducted to verify the identity of the products formed. The amine and electrophile reactivity trends represented in the data match what is expected from theory, indicating that the system accurately models the reaction performance. The DESI results correlated well with those generated using more traditional mass spectrometry techniques like liquid chromatography-mass spectrometry, validating the data generated by the system.

Preparation of arylamines form aldehydes by Zn(BH4)2/MgBr2

Reductive aminationa varietyof aldehydes with different anilines has been performed by Zn(BH4)2/MgBr2as reducing system in THF at room temperature in high to excellent yields of the corresponding secondary amines (80-90%).

Transfer hydrogenation of imines with carboxyl-tailed benzothiazoline as readily removable hydrogen donor

A benzothiazoline bearing 4-carboxyphenyl group at 2-position was developed as an efficient hydrogen donor for the transfer hydrogenation reaction. Introduction of the carboxyl group significantly facilitated the removal of the residual benzothiazoline an

Zinc phthalocyanine with PEG-400 as a recyclable catalytic system for selective reduction of aromatic nitro compounds

Zinc phthalocyanine with PEG-400 was established as a catalytic system for chemo and regioselective reduction of aromatic nitro compounds to corresponding amines. A large range of reducible functional groups such as acid, amide, ester, halogen, lactone, nitrile, N-benzyl, O-benzyl, hydroxy and heterocycles were well tolerated. Direct synthesis of benzotriazole from O-dinitrobenzene was achieved for the first time. The present catalytic system was successfully employed for the reduction of carbonyl and ester compounds to corresponding alcohols and reductive amination of benzaldehydes with primary amines to form corresponding secondary amines. Remarkable advantages of the present catalytic method include low loading of metal, avoidance of toxic ligands and high isolated yields. The catalyst was recyclable up to four times without any loss of selectivity and activity.

Transition metal-free α-C(sp3)-H bond functionalization of amines by oxidative cross dehydrogenative coupling reaction: Simple and direct access to C-4-alkylated 3,4-dihydroquinazoline derivatives

A transition metal-free catalytic system has been developed for the cross dehydrogenative coupling of amines with nitroalkanes under mild condition employing potassium iodide/tert-butyl hydrogen peroxide catalytic system. This methodology was further extended for the construction of biologically important N-heterocycles, namely, 3,4-dihydroquinazoline derivatives. This novel strategy provides a simple, efficient, and direct access to 4-alkyl-3,4- dihydroquinazoline derivatives. Copyright

Flow synthesis of organic azides and the multistep synthesis of imines and amines using a new monolithic triphenylphosphine reagent

Here we describe general flow processes for the synthesis of alkyl and aryl azides, and the development of a new monolithic triphenylphosphine reagent, which provides a convenient format for the use of this versatile reagent in flow. The utility of these new tools was demonstrated by their application to a flow Staudinger aza-Wittig reaction sequence. Finally, a multistep aza-Wittig, reduction and purification flow process was designed, allowing access to amine products in an automated fashion.