13577-84-9

Basic information

• Product Name: N,N-Diethyl-2-naphthamide
• Synonyms: N,N-Diethyl-2-naphthamide
• CAS NO: 13577-84-9
• Molecular Formula: C₁₅H₁₇NO
• Molecular Weight: 227.3
• Mol File: 13577-84-9.mol
• Article Data: 27

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,N-Diethyl-2-naphthamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Diethyl-2-naphthamide(13577-84-9)
• EPA Substance Registry System: N,N-Diethyl-2-naphthamide(13577-84-9)

Safety Data

• Hazardous Substances Data: 13577-84-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 27, p. 3931, 1986 DOI: 10.1016/S0040-4039(00)83920-9

Upstream product

• 201230-82-2 carbon monoxide 
• 3857-83-8 2-naphthyl triflate 
• 109-89-7 diethylamine 
• 91-20-3 naphthalene 
• 88-10-8 N,N-diethylcarbamyl chloride 
• 32316-92-0 naphthalene-2-boronic acid 
• 121-44-8 triethylamine 
• 15226-74-1 dicobalt octacarbonyl 
• 612-55-5 2-iodonaphthalene 
• 716-39-2 2,3-Naphthalenedicarboxylic anhydride 
• 98-01-1 furfural 
• 86-55-5 1-naphthalenecarboxylic acid 
• 93-09-4 naphthalene-2-carboxylate 
• 97-77-8 disulfiram 

Downstream Products

• 1620210-51-6 N,N-diethyl-3-(1-phenylethyl)-2-naphthamide 
• 1321617-02-0 N,N-diethyl-3-(4-methoxybenzoyl)-2-naphthamide 
• 16574-36-0 N-ethyl-N-(naphthalen-2-ylmethyl)ethanamine 
• 66-99-9 β-naphthaldehyde 
• 3007-91-8 ethyl-2-naphthoate 
• 3029-32-1 6,13-pentacenequinone 
• 61533-50-4 dibenzanthracene-7,14-dione 

Relevant articles and documents

Sunlight assisted direct amide formation: Via a charge-transfer complex

We report on the use of charge-transfer complexes between amines and carbon tetrachloride, as a novel way to activate the amine for photochemical reactions. This principle is demonstrated in a mild, transition metal free, visible light assisted, dealkylative amide formation from feedstock carboxylic acids and amines. The low absorption coefficient of the complex allows deep light penetration and thus scale up to a gram scale.

Pd-Catalyzed Oxidative Aminocarbonylation of Arylboronic Acids with Unreactive Tertiary Amines via C-N Bond Activation

An efficient synthesis of tertiary amides from aryl boronic acids and inert tertiary amines through the oxidative carbonylation via C(sp3)-N bond activation is presented. This protocol significantly restricts the homocoupling biarylketone product. It involves the use of a homogeneous PdCl2/CuI catalyst and a heterogeneous Pd/C based catalyst, which promotes C(sp3)-N bond activation of tertiary amines with aryl boronic acids. This process represents a ligand-free, base-free, and recyclable catalyst along with an ideal oxidant like molecular oxygen.

HMF and furfural: Promising platform molecules in rhodium-catalyzed carbonylation reactions for the synthesis of furfuryl esters and tertiary amides

A biomass involved rhodium-catalyzed carbonylative synthesis of furfuryl esters and tertiary amides has been developed. 5-Hydroxymethylfurfural (HMF) was used as both substrate and CO surrogate for the first time in a carbonylation reaction, and both alkyl and aryl iodides were tolerated well to afford the desired furfuryl esters in moderate to good yields. In addition, furfural was also utilized as a CO source for the synthesis of tertiary amides. A variety of tertiary amides were obtained in moderate to excellent yields with good functional groups compatibility. Notably, tertiary amines were used as the amine source through a C[sbnd]N bond cleavage pathway in the absence of additional oxidant.