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Usage

Uses

Used in Pharmaceutical Industry:
2-[(4-METHOXYBENZYL)AMINO]PHENOL is used as a key intermediate in the synthesis of pharmaceuticals for its ability to participate in a range of chemical reactions due to its phenolic and amino groups. The methoxybenzyl group further enhances its reactivity and stability, contributing to the development of new drug molecules.
Used in Organic Synthesis:
In the field of organic synthesis, 2-[(4-METHOXYBENZYL)AMINO]PHENOL serves as a versatile building block for creating complex organic molecules. Its functional groups allow for various synthetic pathways, facilitating the production of a wide array of compounds for different applications.
Used as a Reagent in Chemical Reactions:
2-[(4-METHOXYBENZYL)AMINO]PHENOL is utilized as a reagent in chemical reactions, capitalizing on its phenolic and amino functionalities. It can act as a nucleophile, electrophile, or participate in acid-base reactions, making it a useful tool in the preparation of diverse chemical products.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 95-55-6 2-amino-phenol 
• 117649-29-3 2-(4-methoxybenzylideneamino)phenol 

Downstream Products

• 1402042-60-7 4-(4-methoxybenzyl)-2,2-dimethyl-2H-benzo[b][1,4]oxazin-3(4H)-one 
• 626226-22-0 4-(4-methoxybenzyl)-2H-benzo[b][1,4]oxazin-3(4H)-one 
• 1402042-59-4 2-ethyl-4-(4-methoxybenzyl)-2H-benzo[b][1,4]oxazin-3(4H)-one 

Relevant academic research and scientific papers

One-Pot Synthetic Approaches for the Construction of Isochroman-4-ones and Benzoxazin-3-ones Using O, P -Acetals

A method for synthesizing six-membered heterocyclic compounds was developed based on the features of O, P -acetals. Sequential reactions of intramolecular cyclization between the methylene carbon atom of O, P -acetal and its electrophilic functional group

A new and efficient one-pot synthesis of 2-hydroxy-1,4-dihydrobenzoxazines via a three-component Petasis reaction

The secondary amines synthesized by the reaction between 2-aminophenols and aromatic aldehydes, via the reduction of the corresponding imines, were employed in the synthesis of new 2-hydroxy-2H-1,4-benzoxazine derivatives through a one-pot Petasis multico

Efficient and chemoselective direct reductive amination of aromatic aldehydes catalyzed by oxo-rhenium complexes containing heterocyclic ligands

This work describes the catalytic activity of 17 oxo-rhenium complexes containing heterocyclic ligands in the direct reductive amination of 4-nitrobenzaldehyde with 4-chloroaniline, using phenylsilane as reducing agent. In general, all of the catalysts tested gave excellent yields of the secondary amine, although, the best result was obtained with the catalytic system PhSiH3/ReOBr2(Hhmpbta)(PPh3) (2.5 mol %). This system was also applied to the synthesis of a large variety of secondary amines in good to excellent yields and tertiary amines in moderate yields, with tolerance of different functional groups.

Selective alkylation of aminophenols

O-or N-Alkylated derivatives of aminophenols are important synthetic intermediates in organic synthesis. A series of aminophenols were selectively alkylated on their hydroxyl group in good yields via benzaldehyde protection of the amino group, subsequent alkylation, and hydrolysis; or on their amino group via imination and following reduction. ARKAT USA, Inc.

Efficient and highly chemoselective direct reductive animation of aldehydes using the system silane/oxorhenium complexes

This work reports a novel method for direct reductive amination of aldehydes with silanes catalyzed by several high-valent oxorhenium(V) and oxorhenium (VII) complexes. The catalytic system PhSiH3/ReIO 2(PPh3)2 (2.5mol%) was very efficient for the synthesis of secondary amines and highly chemoselective, tolerating a wide range of functional groups such as -NO2, -CF3, -SO 2R, -CO2R, -F, -Cl, -Br, -I, -CN, -OH, -OCH3, -SCH3, NCOR, and double bonds. This novel method was also employed in the synthesis of tertiary amines with moderate yields.

Synthesis of dibenzo[b,f][1,4]oxazepin-11(10H)-ones from 2-nitrobenzoic acids

Base-catalyzed intramolecular nucleophilic substitution for the 2-nitro group in 2-hydroxyanilides of 2-nitrobenzoic acids gave dibenzo[b,f][1,4] oxazepin-11(10H)-ones. In particular, 3-nitrodibenzo[b, f][1,4]oxazepin-11(10H)- one was obtained from N-(2-hydroxyphenyl)-2,4-dinitrobenzamide. The nitro group in the product could also be replaced under the action of O- and S-nucleophiles.