16035-87-3

Basic information

• Product Name: N-(p-nitrobenzyl)-p-anisidine
• Synonyms: N-(p-nitrobenzyl)-p-anisidine
• CAS NO: 16035-87-3
• Molecular Weight: 258.277
• Mol File: 16035-87-3.mol
• Article Data: 33

Chemical Properties

• CAS DataBase Reference: N-(p-nitrobenzyl)-p-anisidine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(p-nitrobenzyl)-p-anisidine(16035-87-3)
• EPA Substance Registry System: N-(p-nitrobenzyl)-p-anisidine(16035-87-3)

Safety Data

• Hazardous Substances Data: 16035-87-3(Hazardous Substances Data)

Upstream product

• 100-14-1 4-nitrobenzyl chloride 
• 104-94-9 4-methoxy-aniline 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 100-42-5 styrene 
• 39963-93-4 (E)-4-methoxy-N-(4-nitrobenzylidene)aniline 
• 555-16-8 4-nitrobenzaldehdye 
• 14064-83-6 trans-4-hydroxy-4'-nitrostilbene 
• 2101-87-3 p-methoxy-phenylazide 
• 100-13-0 4-nitrostyrene 
• 25373-34-6 2-(4-nitrophenyl)-2,3-dihydrobenzothiazole 
• 530-93-8 1,2,3,4-tetrahydronaphthalen-2-one 
• 5455-87-8 4-methoxy-N-(4-nitrobenzylidene)aniline 
• 1539-57-7 diethyl 2,6-dimethyl-4-benzyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 401636-52-0 di-tert-butyl 4-benzyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 

Downstream Products

• 3682-75-5 2-(4-methoxyphenyl)-2H-indazole 
• 73402-98-9 6-methoxy-2-(4-nitrophenyl)-4-phenylquinoline 
• 555-16-8 4-nitrobenzaldehdye 

Relevant articles and documents

Highly selective mono-N-benzylation and amidation of amines with alcohols or carboxylic acids using the Ph2PCl/I2/imidazole reagent system

Chlorodiphenylphosphine, imidazole, and molecular iodine in refluxing dichloromethane are used for the efficient preparation of amides under mild reaction conditions. This reagent system also shows excellent selectivity for mono-N-alkylation of amines with alcohols. In this system, the resulting phosphorus byproduct (diphenylphosphinic acid) is easily removed by extraction using an aqueous basic solution in the workup processes, which avoids the tedious and time-consuming chromatographic methods.

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.

Iron-Catalyzed Nitrene Transfer Reaction of 4-Hydroxystilbenes with Aryl Azides: Synthesis of Imines via C=C Bond Cleavage

C=C bond breaking to access the C=N bond remains an underdeveloped area. A new protocol for C=C bond cleavage of alkenes under nonoxidative conditions to produce imines via an iron-catalyzed nitrene transfer reaction of 4-hydroxystilbenes with aryl azides is reported. The success of various sequential one-pot reactions reveals that the good compatibility of this method makes it very attractive for synthetic applications. On the basis of experimental observations, a plausible reaction mechanism is also proposed.