7755-70-6

Usage

Uses

Used in Pharmaceutical Industry:
2-(Methylamino)benzaldehyde is used as a key intermediate in the synthesis of pharmaceuticals for its ability to form a variety of complex organic molecules. Its presence in the molecular structure can contribute to the development of new drugs with specific therapeutic properties.
Used in Chemical Industry:
In the chemical industry, 2-(Methylamino)benzaldehyde is utilized as a reagent in organic synthesis reactions, facilitating the creation of a wide range of organic compounds for various applications, including but not limited to materials science, agrochemicals, and specialty chemicals.
Used in Research and Development:
2-(Methylamino)benzaldehyde is employed as a research compound in academic and industrial laboratories, where it is used to explore new chemical reactions and develop innovative synthetic pathways for the production of novel organic compounds.

InChI:InChI=1/C8H9NO/c1-9-8-5-3-2-4-7(8)6-10/h2-6,9H,1H3

Upstream product

• 529-23-7 o-aminobenzaldehyde 
• 77-78-1 dimethyl sulfate 
• 996-82-7 sodium diethylmalonate 
• 50609-25-1 1-methyl-2,1-benzisothiazolium iodide 
• 271-58-9 anthranil 
• 71492-76-7 N-allyl-N-methyl-2-bromoaniline 
• 21979-19-1 1-methylquinolinium cation 
• 6832-87-7 2-bromo-N-methylaniline 
• 68-12-2 N,N-dimethyl-formamide 
• 29055-08-1 N-methyl-o-aminobenzyl alcohol 
• 7755-71-7 2--benzaldehyd 
• 52479-54-6 N-(2-formylphenyl)-N-methylformamide 
• 603-76-9 1-methylindole 
• 590-28-3 potassium cyanate 

Downstream Products

• 69905-99-3 2-methylaminobenzaldehyde oxime 
• 1046820-38-5 N-methyl-N-geranyl-2-aminobenzaldehyde 
• 1046820-37-4 2-(methyl(3-methylbut-2-en-1-yl)amino)benzaldehyde 
• 34161-94-9 N-(2-formylphenyl)-N,4-dimethylbenzenesulfonamide 
• 114414-78-7 neocryptolepine 
• 74375-02-3 2-(4-methoxyphenyl)-1-methylquinazolin-4(1H)-one 
• 22686-80-2 1-Methyl-2-phenyl-4(1H)-quinazolinone 

Relevant academic research and scientific papers

Reduction of N-Nitrosaminoquinolinediones with LiAlH4 - An Easy Path to New Tricyclic Benzoxadiazocines

3-Butylaminoquinolinediones (1) react with NaNO2 in AcOH to give the corresponding N-nitrosoderivatives (2). The analogous reactions of 4-hydroxy-3-butylaminoquinolinediones (5), prepared by the reduction of 1 with NaBH4, produce the corresponding nitrosamines (4). The reduction of both 2 and 4 with Zn under different conditions was non-productive, but the reduction of both compounds with LiAlH4 at the oxo and lactame groups yielded impure products, generating new tricyclic benzoxadiazocines (9) by a reaction with HNCO. All compounds were characterized by IR, 1H-, and 13C-NMR (in some cases, 15N-NMR also) spectroscopy and EI and/or ESI mass spectrometry. The X-ray structure of compound 9g was determined.

Synthesis, Structure and Photophysical Properties of a New Class of Inherently Chiral Boron(III) Chelates—The tert-Leucine Complexes

A new family of boron(III) chelates is introduced whereby molecular chirality, confirmed by circular dichroism, is imported during synthesis such that isolation of the diastereoisomers does not require separation procedures. The photophysical properties of two members of the family have been examined: the N,O,O-salicylaldehyde-based derivative shows pronounced intramolecular charge-transfer character in fluid solution and is weakly fluorescent, with a large Stokes shift. The corresponding 2-methylamino-benzaldehyde-derived N,N,O-chelate absorbs and fluoresces in the visible region with a much smaller Stokes shift. Orange fluorescence is also observed for this compound as a cast film. Temperature-dependence studies show that decay of the fluorescent state is weakly activated but emission is less than quantitative at 77 K. Quite rare for boron(III)-based chelates, this derivative undergoes intersystem crossing to form a meta-stable triplet-excited state. X-ray crystal structures are reported for both compounds, along with simulated ECD spectra.

Preparation method and application of new theophylline boric acid compound

The chemical formula of the compounds is shown in structural formulas (I) and (II). In-vitro antitumor activity screening results show that the compounds of the formula I and II have broad-spectrum anti-tumor activity and are used for human liver cancer (

Application of neostichophylline derivative in preparation of medicine for treating gastric cancer

The invention belongs to the field of medicines, and particularly relates to an application of a neostichophylline derivative in preparation of a drug for treating gastric cancer. The invention finds that the neodeclarine derivative Z23 can inhibit the mi

Copper-Catalyzed (4+1) Cascade Annulation of Terminal Alkynes with 2-(Tosylmethyl)anilines: Synthesis of 2,3-Disubstituted Indoles

A novel strategy based on Cu-catalyzed (4+1) cascade annulation of terminal alkynes as one-carbon synthons with 2-(tosylmethyl)anilines has been developed for the expeditious synthesis of 2,3-disubstituted indoles, in which in situ generations of aza-o-quinone methides and alkynyl-copper(I) species are involved. This annulation provides an effective method for the assembly of synthetically and structurally interesting 2,3-disubstituted indoles.

Substituent Effect Induces Emission Modulation of Stilbene Photoswitches by Spatial Tuning of the N/B Electronic Constraints

We present a family of stilbene derivatives (1-4) ortho-functionalized with an electron donor and acceptor. Their emission was tuned by donor substitutions, dictating charge transfer dependent on the N···B spatial separation. The steric reduction of subst

Design, Synthesis, and Antifungal Evaluation of Neocryptolepine Derivatives against Phytopathogenic Fungi

Neocryptolepine is an alkaloid isolated from traditional African herbal medicine Cryptolepis sanguinolenta, and its broad spectrum of biological activities has been illuminated in past decades. In this study, neocryptolepine and its derivatives (1-49) were designed and synthesized from economical and readily available starting materials. Their structures were confirmed by proton nuclear magnetic resonance, carbon nuclear magnetic resonance, and mass spectrometry. The synthesized compounds were screened for their antifungal profile against six agriculturally important fungi Rhizoctonia solani, Botrytis cinerea (B. cinerea), Fusarium graminearum, Mycosphaerella melonis, Sclerotinia sclerotiorum, and Magnaporthe oryzae. The results of in vitro assay revealed that compounds 5, 21, 24, 35, 40, 45, and 47 presented remarkable antifungal activity against the fungi tested with EC50 values lower than 1 μg/mL. Significantly, compound 24 displayed the most effective inhibitory potency against B. cinerea (EC50 = 0.07 μg/mL), and the data from in vivo experiments revealed that compound 24 demonstrated comparable protective activity with the positive control boscalid. Preliminary mechanism studies indicated that compound 24 showed impressive spore germination inhibitory effectiveness and lower cytotoxicity than azoxystrobin, imparted on normal function of the cell membrane and cell wall, and arrested the normal function of the nucleus. Besides the excellent inhibitory activity against agriculturally important phytopathogenic fungi tested, the designed assemblage possesses several benefits with a high profile of variation in synthesized molecules, the ease of synthesis, and good cost-effectiveness of commercially available synthetic reagents, all of these have highlighted the potential worth of compound 24 as a new and highly efficient agricultural fungicide.

Efficient Direct Synthesis of Aziridine-Containing Chiral Tridentate Ligands by the Iminium-Mediated Self-Ring Opening Reaction of Enantiopure Aziridines and Salicylaldehydes

An efficient method for the direct synthesis of aziridine-containing chiral tridentate ligands was developed from enantiopure aziridines and salicylaldehydes. The method achieved the regiospecific cleavage of more substituted C?N bonds of aziridines through an iminium-mediated self-ring opening reaction of aziridines with up to 95% yield and complete inversion of configuration. The (S)-2-alkylaziridine-derived tridentate ligands displayed excellent activity and stereoselectivity in the zinc trifluoromethanesulfonate-catalyzed asymmetric aldol reactions of acetone and aromatic aldehydes. (Figure presented.).

Synthesis of Tetrahydropyrazolo[4',3':5,6]pyrano[3,4- c ]quinolones by Domino Knoevenagel/Hetero Diels-Alder Reactions

An efficient Lewis acid mediated domino Knoevenagel/hetero Diels-Alder (DKHDA) reaction of pyrazolone derivatives with N -acrylated anthranilic aldehydes was developed, which afforded functionalized tetracyclic tetrahydropyrazolo[4',3':5,6]pyrano[3,4- c ]quinolones. The products were formed in good yields and with excellent regio- and stereoselectivity in favor of the cis-configured isomer.

Chiral Phosphoric-Acid-Catalyzed Cascade Prins Cyclization

Asymmetric Prins cyclization of in situ generated quinone methides and o-aminobenzaldehyde has been developed with chiral phosphoric acid as an efficient catalyst. This unconventional method provides a facile access to diverse functionalized trans-fused pyrano-/furo-tetrahydroquinoline derivatives in excellent yield and with excellent diastereo- and enantioselectivities (up to 99% yield and 99% ee). Mechanistic studies suggested that the three adjacent tertiary stereocenters were constructed through the sequential formation of C-O, C-C, and C-N bonds.