35474-20-5

Usage

Uses

Used in Pharmaceutical Industry:
N-chloro-1-phenylethanamine is used as a pharmaceutical intermediate for the synthesis of various medicinal compounds. Its unique chemical structure allows it to be a key component in the development of drugs with specific therapeutic effects.
Used in Chemical Research:
In the field of chemical research, N-chloro-1-phenylethanamine serves as a valuable tool for studying the structure and function of biological systems. Its properties as a chlorinated derivative of phenethylamine make it an interesting subject for exploring the interactions between molecules and their effects on living organisms.
Used in Organic Synthesis:
N-chloro-1-phenylethanamine is utilized in organic synthesis as a precursor for the creation of a variety of chemical compounds. Its versatility in chemical reactions enables the production of new substances with potential applications in various industries.
Used in Neurochemical Studies:
Due to its relationship with phenethylamine, a neurotransmitter, N-chloro-1-phenylethanamine is used in neurochemical studies to investigate the role of similar compounds in the nervous system. This research can contribute to a better understanding of neurological disorders and the development of treatments.
Used in Environmental Analysis:
N-chloro-1-phenylethanamine can also be employed in environmental analysis to study the presence and effects of chlorinated compounds in the environment. This can help in monitoring pollution levels and developing strategies for environmental protection.

Upstream product

• 128-09-6 N-chloro-succinimide 
• 618-36-0 rac-methylbenzylamine 

Downstream Products

• 1448171-40-1 C₁₇H₁₉N₃O₃ 
• 3480-59-9 N-(1-phenylethyl)benzamide 
• 220306-62-7 (±)-N-(m-chlorobenzoyl)-α-methylbenzylamine 
• 68162-84-5 N-(p-methoxybenzoyl)-α-methylbenzyl amine 
• 82485-77-6 N-(1-phenylethyl)cyanamide 
• 85592-74-1 p-nitro-N-(1-phenylethyl)benzamide 
• 68162-85-6 (±)-N-(p-chlorobenzoyl)-α-methylbenzylamine 
• 3480-59-9 (S)-N-(1-phenylethyl)benzamide 
• 20826-48-6 (R)-N-(1-phenylethyl)benzamide 

Relevant academic research and scientific papers

Synthesis of Cyanamides via a One-Pot Oxidation-Cyanation of Primary and Secondary Amines

An operationally simple oxidation-cyanation method for the synthesis of cyanamides is described. The procedure utilizes inexpensive and commercially available N-chlorosuccinimide and Zn(CN)2 as reagents to avoid direct handling of toxic cyanogen halides. It is demonstrated to be amenable for the cyanation of a variety of primary and secondary amines and aniline derivatives as well as a complex synthetic intermediate en route to verubecestat (MK-8931). Additionally, kinetic measurements and other control experiments are reported to shed light onto the mechanism of this cyanation reaction.

A general and atom-efficient continuous-flow approach to prepare amines, amides and imines via reactive N-chloramines

Chloramines are an important class of reagents, providing a convenient source of chlorine or electrophilic nitrogen. However, the instability of these compounds is a problem which makes their isolation and handling difficult. To overcome these hazards, a continuous-flow approach is reported which generates and immediately reacts N-chloramines directly, avoiding purification and isolation steps. 2-Chloramines were produced from the reaction of styrenes with N-alkyl-N-sulfonyl-N-chloramines, whilst N-alkyl or N,N’-dialkyl-N-chloramines reacted with anisaldehyde in the presence of t-BuO2H oxidant to afford amides. Primary and secondary imines were produced under continuous conditions from the reaction of N-chloramines with base, with one example subsequently reduced under asymmetric conditions to produce a chiral amine in 94% ee.

AIBN-initiated metal free amidation of aldehydes using N-chloroamines

An efficient and environmentally benign amidation of aldehydes with N-chloroamines has been developed using AIBN as an initiator. This methodology offers a metal free and base free approach and is endowed with mild reaction conditions, high yields, and good functional group tolerance.

MnO2 promoted sequential C-O and C-N bond formation via C-H activation of methylarenes: A new approach to amides

A novel and efficient approach for the synthesis of amides has been developed through manganese dioxide promoted nondirected C-H activation of methylarenes under mild reaction conditions employing N-chloroamines as effective coupling partners.

[Cp*RhCl2]2-catalyzed ortho-C-H bond amination of acetophenone o-methyloximes with primary N-chloroalkylamines: Convenient synthesis of N-alkyl-2-acylanilines

Rh(iii)-catalyzed aromatic C-H amination of acetophenone o-methyloximes with primary N-chloroalkylamines was developed, and the arylamine products were obtained in up to 92% yield. The reaction probably involves rate-limiting electrophilic C-H bond cleavage (kH/kD = 2).