39887-24-6

Basic information

• Product Name: AURORA 52
• Synonyms: AURORA 52;4-CHLORO-N-PHENETHYLBENZAMIDE;4-chloro-N-(2-phenylethyl)benzamide
• CAS NO: 39887-24-6
• Molecular Formula: C₁₅H₁₄ClNO
• Molecular Weight: 259.73
• Mol File: 39887-24-6.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 443.5°Cat760mmHg
• Flash Point: 222°C
• Appearance: /
• Density: 1.186g/cm³
• Vapor Pressure: 4.63E-08mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: AURORA 52(CAS DataBase Reference)
• NIST Chemistry Reference: AURORA 52(39887-24-6)
• EPA Substance Registry System: AURORA 52(39887-24-6)

Safety Data

• Hazardous Substances Data: 39887-24-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H14ClNO/c16-14-8-6-13(7-9-14)15(18)17-11-10-12-4-2-1-3-5-12/h1-9H,10-11H2,(H,17,18)

Upstream product

• 1622923-36-7 (ethylthiotrifluoroborate)methane dimethyliminium zwitterion 
• 1679-18-1 4-Chlorophenylboronic acid 
• 64-04-0 phenethylamine 
• 74-11-3 para-chlorobenzoic acid 
• 873-76-7 para-Chlorobenzyl alcohol 
• 13540-95-9 N-(4-chlorobenzylidene)-2-phenylethanamine 
• 104-88-1 4-chlorobenzaldehyde 
• 13541-03-2 N-(2-phenylethyl)-N-(4-chlorobenzyl)amine 
• 63591-89-9 1,3-dioxoisoindolin-2-yl 4-chlorobenzoate 
• 1370291-58-9 potassium (4-chlorobenzoyl)trifluoroborate 
• 2205-01-8 N-methoxyphenethylamine 
• 69424-54-0 O-benzoyl-N-phenethylhydroxylamine 
• 122-01-0 4-chloro-benzoyl chloride 
• 22280-32-6 3-(4-Chlorobenzoyl)-2-oxazolidinone 

Downstream Products

• 134227-60-4 2-(4-chlorophenyl)-5-phenyl-4,5-dihydro-1,3-oxazole 
• 24285-73-2 2-(4-chlorophenyl)-5-phenyloxazole 
• 855646-28-5 1-(4-chloro-3-nitro-phenyl)-7-nitro-3,4-dihydro-isoquinoline 
• 860367-96-0 1-(4-chloro-phenyl)-7-nitro-isoquinoline 
• 122399-45-5 2-Acetylsulfanyl-4-{4-[2-(4-chloro-benzoylamino)-ethyl]-phenyl}-4-oxo-butyric acid ethyl ester 
• 122399-44-4 2-Acetylsulfanyl-4-{4-[2-(4-chloro-benzoylamino)-ethyl]-phenyl}-4-oxo-butyric acid 
• 122400-02-6 ethyl 3-<4-(2-(4-chlorobenzoyl)aminoethyl)benzoyl>acrylate 
• 79615-39-7 N-{2-[4-(2-Amino-thiazol-4-yl)-phenyl]-ethyl}-4-chloro-benzamide 
• 112891-30-2 1-(4-chlorophenyl)-1,2,3,4-tetrahydroisoquinoline 
• 855646-23-0 1-(4-chloro-phenyl)-7-nitro-3,4-dihydro-isoquinoline 
• 855645-62-4 1-(4-chloro-phenyl)-3,4-dihydro-[7]isoquinolylamine 

Relevant articles and documents

Enhancement of the carbamate activation rate enabled syntheses of tetracyclic benzolactams: 8-oxoberbines and their 5- And 7-membered C-ring homologues

A route to the direct amidation of aromatic-ring-tetheredN-carbamoyl tetrahydroisoquinoline substrates was developed. This route enabled general access to 8-oxoberberines and their 5- and 7- membered C-ring homologues. It overcomes the undesired tandem side-reactions that result in the destruction of the isoquinoline backbone, which inevitably occurred under our previously reported superacidic carbamate activation method.

Visible Light-Driven Efficient Synthesis of Amides from Alcohols using Cu?N?TiO2 Heterogeneous Photocatalyst

Amides were synthesized from alcohols and amines in high yields using an in situ generated active ester of N-hydroxyimide with our developed Cu?N?TiO2 catalyst at room temperature using oxygen as a sole oxidant under visible light. The catalyst can be easily prepared, robust, and recycled four times without a considerable change in catalytic activity. This developed protocol applies to a wide substrate scope and has good functional group tolerance. The application of this amidation reaction has been successfully demonstrated for the synthesis of moclobemide, an antidepressant drug, and an analog of the itopride drug on a gram scale.

Diprotonative stabilization of ring-opened carbocationic intermediates: conversion of tetrahydroisoquinoline to triarylmethanes

Superacid-promoted conversion of tetrahydroisoquinolines to triarylmethanes via tandem reactions of C-N bond scission, Friedel-Crafts alkylation, C-O bond scission, and electrophilic aromatic amidation was developed. Dication formation was important for stabilizing the ring-opened carbocationic intermediate, which is a new role for diprotonation in reaction mechanisms. This journal is