10003-73-3

Basic information

• Product Name: Benzenemethanamine, 4-amino-, hydrochloride
• CAS NO: 10003-73-3
• Molecular Formula: C7H10N2.xClH
• Molecular Weight: 195.092
• Mol File: 10003-73-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, 4-amino-, hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, 4-amino-, hydrochloride(10003-73-3)
• EPA Substance Registry System: Benzenemethanamine, 4-amino-, hydrochloride(10003-73-3)

Safety Data

• Hazardous Substances Data: 10003-73-3(Hazardous Substances Data)

Usage

General Description

Benzenemethanamine, 4-amino-, hydrochloride is a chemical compound that is also known as p-aminomethylbenzylamine hydrochloride or PABA. It is primarily used as an intermediate in the production of pharmaceuticals, particularly in the synthesis of novel drug compounds. This chemical is a crystalline solid with a white to off-white color, and it can be easily dissolved in water. PABA hydrochloride has been studied for its potential as an antifungal agent and has shown promising results in inhibiting the growth of certain fungi. It is also used in the development of new materials and in research laboratories as a reagent in various chemical reactions. Overall, Benzenemethanamine, 4-amino, hydrochloride is a versatile chemical compound with various potential applications in pharmaceuticals, materials, and research.

Upstream product

• 102677-62-3 chloro-acetic acid-(4-acetylamino-benzylamide) 
• 873-74-5 4-Aminobenzonitrile 
• 143090-18-0 tert-butyl N-(4-cyanophenyl)carbamate 
• 4403-71-8 (4-aminomethyl)aniline 
• 103-84-4 Acetanilid 
• 97450-82-3 4-(nitromethyl)aniline 

Downstream Products

• 1567317-51-4 4-((bis(pyridin-2-ylmethyl)amino)methyl)-N,N-bis(pyridin-2-ylmethyl)aniline 
• 20732-19-8 N-(4-acetamidobenzyl)acetamide 
• 25027-73-0 (4-acetamidophenyl)methanammonium chloride 
• 24095-59-8 N-(4-aminobenzyl)acetamide hydrochloride 
• 1012-26-6 1-Isothiocyanato-4-isothiocyanato-methyl-benzol 

Relevant articles and documents

A proton-switchable bifunctional ruthenium complex that catalyzes nitrile hydroboration

A new bifunctional pincer ligand framework bearing pendent proton-responsive hydroxyl groups was prepared and metalated with Ru(II) and subsequently isolated in four discrete protonation states. Stoichiometric reactions with H2 and HBPin showed facile E-H (E = H or BPin) activation across a Ru(II)-O bond, providing access to unusual Ru-H species with strong interactions with neighboring proton and boron atoms. These complexes were found to promote the catalytic hydroboration of ketones and nitriles under mild conditions, and the activity was highly dependent on the ligand's protonation state. Mechanistic experiments revealed a crucial role of the pendent hydroxyl groups for catalytic activity.

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.

Cyclic (Alkyl)(amino)carbene Ligand-Promoted Nitro Deoxygenative Hydroboration with Chromium Catalysis: Scope, Mechanism, and Applications

Transition metal catalysis that utilizes N-heterocyclic carbenes as noninnocent ligands in promoting transformations has not been well studied. We report here a cyclic (alkyl)(amino)carbene (CAAC) ligand-promoted nitro deoxygenative hydroboration with cost-effective chromium catalysis. Using 1 mol % of CAAC-Cr precatalyst, the addition of HBpin to nitro scaffolds leads to deoxygenation, allowing for the retention of various reducible functionalities and the compatibility of sensitive groups toward hydroboration, thereby providing a mild, chemoselective, and facile strategy to form anilines, as well as heteroaryl and aliphatic amine derivatives, with broad scope and particularly high turnover numbers (up to 1.8 × 106). Mechanistic studies, based on theoretical calculations, indicate that the CAAC ligand plays an important role in promoting polarity reversal of hydride of HBpin; it serves as an H-shuttle to facilitate deoxygenative hydroboration. The preparation of several commercially available pharmaceuticals by means of this strategy highlights its potential application in medicinal chemistry.