3369-37-7

Basic information

• Product Name: [(2-Methoxybenzylidene)amino]benzene
• Synonyms: [(2-Methoxybenzylidene)amino]benzene;N-(2-Methoxybenzylidene)aniline;N-[(2-Methoxyphenyl)methylene]benzenamine
• CAS NO: 3369-37-7
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.26
• Mol File: 3369-37-7.mol
• Article Data: 36

Chemical Properties

• Melting Point: 39-40 °C
• Boiling Point: 347.7±25.0 °C(Predicted)
• Appearance: /
• Density: 0.99±0.1 g/cm3(Predicted)
• PKA: 3.11±0.50(Predicted)
• CAS DataBase Reference: [(2-Methoxybenzylidene)amino]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: [(2-Methoxybenzylidene)amino]benzene(3369-37-7)
• EPA Substance Registry System: [(2-Methoxybenzylidene)amino]benzene(3369-37-7)

Safety Data

• Hazardous Substances Data: 3369-37-7(Hazardous Substances Data)

Usage

Description

[(2-Methoxybenzylidene)amino]benzene, also known as o-Anisidine aniline or o-Phenylaminobenzaldehyde, is an organic compound characterized by its chemical formula C14H13NO. This pale yellow solid is prominently utilized in the pharmaceutical, dye, and pigment industries, as well as in other organic synthesis processes. [(2-Methoxybenzylidene)amino]benzene is synthesized through the condensation reaction of o-Anisidine and benzaldehyde, leading to a chemical structure that features a benzene ring with an amino group and a methoxy group. As a versatile reagent, it is instrumental in the preparation of various organic compounds and serves as an intermediate in the synthesis of drugs and pharmaceutical products. However, due to its potential hazards, including skin and eye irritation and flammability, it should be handled with caution.

Uses

Used in Pharmaceutical Industry:
[(2-Methoxybenzylidene)amino]benzene is used as a reagent for the preparation of various organic compounds, playing a crucial role in the development and synthesis of drugs and pharmaceutical products. Its unique chemical structure allows for a wide range of applications in the creation of new and innovative medications.
Used in Dye and Pigment Industry:
In the dye and pigment industry, [(2-Methoxybenzylidene)amino]benzene is used as an intermediate in the production of various dyes and pigments. Its chemical properties make it a valuable component in the formulation of colorants for a diverse array of applications, from textiles to plastics.
Used in Organic Synthesis Processes:
[(2-Methoxybenzylidene)amino]benzene is also employed as an intermediate in various organic synthesis processes. Its versatile chemical structure enables it to be a key component in the creation of a wide range of organic compounds, contributing to the advancement of chemical research and development.

Upstream product

• 98-95-3 nitrobenzene 
• 62-53-3 aniline 
• 857402-61-0 N-(pinacolboryl)aniline 
• 135-02-4 ortho-anisaldehyde 
• 612-16-8 (2-methoxyphenyl)methanol 
• 6850-57-3 2-methoxybenzylamine 
• 64-10-8 phenyl carbamate 
• 779-84-0 N-phenylsalicylaldimine 
• 74-88-4 methyl iodide 

Downstream Products

• 120638-48-4 cis-1-phenyl-3-(methylphenylamino)-4-(o-methoxyphenyl)-2-azetidinone 
• 120638-52-0 trans-1-phenyl-3-(methylphenylamino)-4-(o-methoxyphenyl)-2-azetidinone 
• 120638-49-5 cis-1-phenyl-3-(ethylphenylamino)-4-(o-methoxyphenyl)-2-azetidinone 
• 120638-53-1 trans-1-phenyl-3-(ethylphenylamino)-4-(o-methoxyphenyl)-2-azetidinone 
• 77664-18-7 N-(2-methoxybenzyl)aniline 
• 73850-56-3 meso-N,N'-bis-(2-methoxy-phenyl)-bibenzyl-α,α'-diyldiamine 
• 73850-56-3 N,N'-bis(2-methoxyphenyl)-1,2-diphenyl-1,2-ethanediamine 
• 83871-57-2 ethyl 2-(2-methoxyphenyl)-2-(phenylamino)acetate 
• 73850-54-1 dl-1.2-Di-o-anisyl-N_.N'-diphenylethylendiamin 
• 779-84-0 N-phenylsalicylaldimine 
• 6833-21-2 2-methoxy-N-phenylbenzamide 

Relevant articles and documents

Cobalt-Catalyzed Deoxygenative Hydroboration of Nitro Compounds and Applications to One-Pot Synthesis of Aldimines and Amides

The commercially available and bench-stable Co(acac)2 ligated with bis[(2-diphenylphosphino)phenyl] ether (dpephos) was employed for selective room temperature hydroboration of nitro compounds with HBPin (TOF up to 4615 h?1), tolerating halide, hydroxy, amino, ether, ester, lactone, amide and heteroaromatic functionalities. These reactions offered a direct access to a variety of N-borylamines RN(H)BPin, which were in situ treated with aldehydes and carboxylic acids to produce a series of aldimines and secondary carboxamides without the need for dehydrating and/or coupling reagents. Combination of these transformations in a sequential one-pot manner allowed for direct and selective synthesis of aldimines and secondary carboxamides from readily available and inexpensive nitro compounds.

Functional POM-catalyst for selective oxidative dehydrogenative couplings under aerobic conditions

Development of selective and efficient reusable catalytic systems for sustainable chemical production under benign conditions is attractive and received much attention. Herein, we report a rod-shaped octadecyl trimethylammonium functionalized Keggin-type polyoxometalate [PMO12O40] hybrids (OTA-POM) as an efficient heterogeneous catalyst for selective oxidative dehydrogenative couplings under aerobic conditions without any additive or external base. The catalyst recovery and subsequent five successive recyclability studies of hybrid POM confirms the heterogeneous nature of present catalytic system.

Aza-peterson olefinations: Rapid synthesis of (E)-alkenes

An aza-Peterson olefination methodology to access 1,3-dienes and stilbene derivatives from the corresponding allyl- or benzyltrimethylsilane is described. Silanes can be deprotonated using Schlosser's base and added to N -phenyl imines or ketones to directly give the desired products in high yields.