26908-34-9

Usage

Uses

Used in Pharmaceutical Synthesis:
2-(1,3-Dioxolan-2-yl)aniline is used as a key intermediate in the pharmaceutical industry for the synthesis of various drugs. Its unique structure allows for the creation of new medicinal compounds with potential therapeutic benefits.
Used in Agrochemical Production:
In the agrochemical sector, 2-(1,3-Dioxolan-2-yl)aniline is utilized as a precursor in the development of pesticides and other agricultural chemicals, contributing to the production of effective solutions for crop protection.
Used in Dye Manufacturing:
2-(1,3-Dioxolan-2-yl)aniline is also employed as a building block in the manufacturing of dyes, where its chemical properties enable the production of a range of colorants used in various industries.
Used in Organic Synthesis:
2-(1,3-Dioxolan-2-yl)aniline is used as a reactant in organic synthesis processes, facilitating the formation of complex organic molecules for a wide array of applications.
Used in Material Science:
In the field of material science, 2-(1,3-Dioxolan-2-yl)aniline is used to develop new materials with specific properties, such as improved stability or reactivity, for applications in various technological and industrial areas.

InChI:InChI=1/C9H11NO2/c10-8-4-2-1-3-7(8)9-11-5-6-12-9/h1-4,9H,5-6,10H2

Upstream product

• 42526-65-8 2-(2-nitrophenyl)-1,3-dioxane 
• 552-89-6 2-nitro-benzaldehyde 
• 6630-33-7 ortho-bromobenzaldehyde 
• 34824-58-3 2-(2-bromophenyl)-1,3-dioxolan 
• 48140-35-8 2-(2-nitrophenyl)-1,3-dioxolane 

Downstream Products

• 7689-03-4 camptothecin 
• 1444003-12-6 (S)-N-(2-formylphenyl)-3-phenyl-2-(1H-pyrrol-1-yl)propanamide 
• 1444002-96-3 (R)-N-(2-formylphenyl)-2-phenyl-2-(1H-pyrrol-1-yl)acetamide 
• 114634-02-5 2-(1,3-dioxoisoindolin-2-yl)benzaldehyde 
• 1345042-42-3 N-(2-(1,3-dioxolan-2-yl)phenyl)-2-bromoacetamide 

Relevant academic research and scientific papers

Activated Self-Resolution and Error-Correction in Catalytic Reaction Networks**

Understanding the emergence of function in complex reaction networks is a primary goal of systems chemistry and origin-of-life studies. Especially challenging is to create systems that simultaneously exhibit several emergent functions that can be independently tuned. In this work, a multifunctional complex reaction network of nucleophilic small molecule catalysts for the Morita-Baylis-Hillman (MBH) reaction is demonstrated. The dynamic system exhibited triggered self-resolution, preferentially amplifying a specific catalyst/product set out of a many potential alternatives. By utilizing selective reversibility of the products of the reaction set, systemic thermodynamically driven error-correction could also be introduced. To achieve this, a dynamic covalent MBH reaction based on adducts with internal H-transfer capabilities was developed. By careful tuning of the substituents, rate accelerations of retro-MBH reactions of up to four orders of magnitude could be obtained. This study thus demonstrates how efficient self-sorting of catalytic systems can be achieved through an interplay of several complex emergent functionalities.

Preparation method of ambroxol hydrochloride

The invention relates to a preparation method of ambroxol hydrochloride, and the method comprises the following steps: carrying out aldehyde group protection on o-nitrobenzaldehyde, and reducing hydrazine hydrate in the presence of a catalyst NiCoB/TiO2 to obtain a compound 3; carrying out bromination reaction on the compound 3 under the action of molecular bromine and hydrogen peroxide, and carrying out deprotection to generate a compound 2; and carrying out aldehyde reductive amination reaction with trans-4-aminocyclohexanol under the action of catalysts NaBH (OAc) 3 and LiClO4, and salifying to obtain the ambroxol hydrochloride. The method has the advantages of mild conditions, simple steps, environmental friendliness, easily stored raw materials and high yield, and is suitable for industrial production.

Synthesis and selective 2H-, 13C-, and 15N-labeling of the Tau protein binder THK-523

A new synthetic route to the Tau binder, THK-523, is disclosed herein, which can easily be adapted to 13C- and D-isotope labeling. The synthesis proceeds via two key reactions, namely, a Pd-catalyzed carbonylative Sonogashira coupling and a red

Chiroptical Asymmetric Reaction Screening via Multicomponent Self-Assembly

Self-assembly of a stereodynamic phosphine ligand, Pd(II), and a chiral amine, amino alcohol, or amino acid generates characteristic UV and CD signals that can be used for quantitative stereochemical analysis of the bound substrate. A robust mix-and-measure chiroptical sensing protocol has been developed and used to determine the absolute configuration, ee, and yield of an amine produced by Ir-catalyzed asymmetric hydrogenation of an iminium salt. The analysis requires only 1 mg of the crude reaction mixture and minimizes cost, labor, time, and waste.

Photoassisted diversity-oriented synthesis: Intramolecular cycloadditions of photogenerated azaxylylenes with oxazole pendants, and subsequent postphotochemical multicomponent modifications

Photogenerated aza-o-xylylenes undergo intramolecular cycloaddition reactions to tethered oxazoles, with primary photoproducts featuring a reactive cyclic imine moiety suitable for multicomponent postphotochemical transformations. For example, the reactio

Intramolecular cycloadditions of photogenerated azaxylylenes with oxadiazoles provide direct access to versatile polyheterocyclic ketopiperazines containing a spiro-oxirane moiety

Photogenerated azaxylylenes undergo intramolecular cycloadditions to 1,3,4-oxadiazole pendants, which are accompanied by concomitant release of dinitrogen, yielding functionalized ketopiperazinoquinolinols containing an oxirane moiety fused to the quinolinole moiety while spiro-connected to diketopiperazine. These primary photoproducts are reactive versatile intermediates which can be further derivatized under nucleophilic SN1- or SN2-like ring opening of the oxirane moiety. The oxidized quinolinones undergo new rearrangements under the conditions of the Schmidt reaction, leading to unprecedented triazacanoindolinones.

Photoassisted synthesis of enantiopure alkaloid mimics possessing unprecedented polyheterocyclic cores

Enantiopure alkaloid mimics are synthesized via high yielding intramolecular cycloadditions of photogenerated azaxylylenes tethered to pyrroles, with further growth of molecular complexity via post-photochemical transformations of primary photoproducts. This expeditious access to structurally unprecedented polyheterocyclic cores is being developed in the context of diversity-oriented synthesis, as the modular design allows for rapid "pre-assembly" of diverse photoprecursors from simple building blocks/diversity inputs.

Rapid photoassisted access to N,O,S-polyheterocycles with benzoazocine and hydroquinoline cores: Intramolecular cycloadditions of photogenerated azaxylylenes

Ring the changes: A new photoassisted approach to give conformationally constrained N,O,S-polyheterocyclic scaffolds of unprecedented topologies was achieved by intramolecular [4+4] and [4+2] cycloadditions of photogenerated o-azaxylylenes (23 examples; see scheme). The precursors can be readily assembled by simple and high-yielding reactions, thus making this a powerful synthetic method amenable to high-throughput diversity-oriented synthesis.

Relaying stereochemistry through aromatic ureas: 1,9 and 1,15 remote stereocontrol

The well-defined conformation of an N,N′-diarylurea allows a chiral sulfinyl substituent to influence diastereoselectivity in the formation of new stereogenic centres up to 14 bond lengths away. The Royal Society of Chemistry.

Design and synthesis of novel N-benzylidenesulfonohydrazide inhibitors of murC and murD as potential antibacterial agents

A series of novel N-benzylidenesulfonohydrazide compounds were designed and synthesized as inhibitors of UDP-N-acetylmuramic acid:L-alanine ligase (MurC) and UDP-N-acetylmuramoyl-L-alanine:D-glutamate ligase (MurD) from E. coli, involved in the biosynthes