3418-95-9

Basic information

• Product Name: N-[2-(4-CHLORO-PHENYL)-ETHYL]-BENZAMIDE
• Synonyms: N-[2-(4-CHLORO-PHENYL)-ETHYL]-BENZAMIDE;N-(4-Chlorophenethyl)benzaMide
• CAS NO: 3418-95-9
• Molecular Formula: C₁₅H₁₄ClNO
• Molecular Weight: 259.73076
• Mol File: 3418-95-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 147-149 °C
• Boiling Point: 465.3°Cat760mmHg
• Flash Point: 235.2°C
• Appearance: /
• Density: 1.186g/cm³
• Vapor Pressure: 7.79E-09mmHg at 25°C
• Refractive Index: 1.59
• PKA: 14.55±0.46(Predicted)
• CAS DataBase Reference: N-[2-(4-CHLORO-PHENYL)-ETHYL]-BENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-[2-(4-CHLORO-PHENYL)-ETHYL]-BENZAMIDE(3418-95-9)
• EPA Substance Registry System: N-[2-(4-CHLORO-PHENYL)-ETHYL]-BENZAMIDE(3418-95-9)

Safety Data

• Hazardous Substances Data: 3418-95-9(Hazardous Substances Data)

Usage

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

Upstream product

• 2492-83-3 2-(4-chlorophenyl)ethanamine hydrochloride 
• 98-88-4 benzoyl chloride 
• 156-41-2 4-chlorophenylethylamine 
• 769-78-8 vinyl benzoate 
• 140-29-4 phenylacetonitrile 
• 65-85-0 benzoic acid 
• 91344-86-4 3-methoxy-3-oxoprop-1-en-1-yl benzoate 
• 959-22-8 p-nitrophenylbenzoate 

Downstream Products

• 104576-30-9 1-phenyl-7-chloro-3,4-dihydroisoquinoline 
• 80224-89-1 5-(4-chlorophenyl)-2-phenyl-1,3-oxazole 
• 104576-35-4 2-acetyl-1,1,5-trichloro-3-phenyl-1a,2,3,7b-tetrahydro-1H-cyclopropisoquinoline 
• 104576-37-6 1-((1aR,3S,7bS)-1,1-Dibromo-5-chloro-3-phenyl-1,1a,3,7b-tetrahydro-2-aza-cyclopropa[a]naphthalen-2-yl)-ethanone 
• 104576-33-2 N-acetyl-7-chloro-1-phenyl-1,2-dihydroisoquinoline 
• 104576-40-1 4-Bromo-8-chloro-1-phenyl-5H-benzo[c]azepine 

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.

Direct Amidation of Carboxylic Acids through an Active α-Acyl Enol Ester Intermediate

The development of a highly efficient and simple protocol for the direct amidation of carboxylic acids is described employing ynoates as novel coupling reagents. The transformation proceeds in good to excellent yields via in situ α-acyl enol ester intermediates formation under mild reaction conditions. This useful method has been demonstrated for a range of substrates to provide a succinct access to structurally diverse amides, including key intermediates of glibenclamide, tiapride hydrochloride, and nateglinide, and can be conducted on a mole scale.

Green synthesis of benzamides in solvent- and activation-free conditions

Herein, we describe a clean and ecocompatible pathway for both N-benzoylation and N-acetylation of anilines, amines, diamines, and aminoalcohols using three enol esters with good yields. We have improved the use of vinyl benzoate for the direct introduction of a benzamido-moiety under solvent- and activation-free conditions. The recovered amides are easily isolated by crystallization. Copyright