38446-21-8

Basic information

• Product Name: ethyl 2-(ethylamino)benzoate
• Synonyms: ethyl 2-(ethylamino)benzoate;Benzoic acid, 2-(ethylamino)-, ethyl ester;ETHYLN-ETHYLANTHRANILATE;o-(Ethylamino)benzoic acid ethyl ester;VKRBJLSSQUIOHL-UHFFFAOYSA-N
• CAS NO: 38446-21-8
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.2423
• EINECS: 253-935-3
• Mol File: 38446-21-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 286.4°Cat760mmHg
• Flash Point: 127°C
• Appearance: /
• Density: 1.074g/cm³
• Vapor Pressure: 0.00265mmHg at 25°C
• Refractive Index: 1.545
• CAS DataBase Reference: ethyl 2-(ethylamino)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-(ethylamino)benzoate(38446-21-8)
• EPA Substance Registry System: ethyl 2-(ethylamino)benzoate(38446-21-8)

Safety Data

• Hazardous Substances Data: 38446-21-8(Hazardous Substances Data)

Usage

Chemical Properties

Yellowish solid; fruity grape aroma.

Aroma threshold values

Medium strength odor, floral type.

InChI:InChI=1/C11H15NO2/c1-3-12-10-8-6-5-7-9(10)11(13)14-4-2/h5-8,12H,3-4H2,1-2H3

Upstream product

• 64-17-5 ethanol 
• 89-50-9 2-(ethylamino)benzoic acid 
• 74-96-4 ethyl bromide 
• 37960-65-9 potassium anthranilate 
• 210285-26-0 ^tertbutylethyl(phenyl)carbamate 
• 3422-01-3 tert-butyl phenylcarbamate 
• 62-53-3 aniline 
• 201230-82-2 carbon monoxide 
• 103-69-5 N-ethyl-N-phenylamine 
• 31767-67-6 N-Ethylanthranilium fluoroborate 
• 91157-24-3 N-Ethyl-3-ethoxy-2,1-benzisoxazoline 
• 64-67-5 diethyl sulfate 

Downstream Products

• 99105-38-1 2-[(2-Chloro-acetyl)-ethyl-amino]-benzoic acid ethyl ester 
• 52851-60-2 ethyl 1-ethyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylate 

Relevant articles and documents

Palladium-catalyzed oxidative carbonylation of aromatic C-H bonds of N -alkylanilines with CO and alcohols for the synthesis of o -aminobenzoates

A Pd(II)-catalyzed C-H monocarbonylation of N-alkylanilines for the synthesis of o-aminobenzoates has been developed. Various aliphatic alcohols and phenol were tolerated in the reaction to afford the corresponding o-aminobenzoates in good yields under mild balloon pressure of CO.

Reactions of Anthranilium Salts with Nucleophiles: Adduct Formation and Rearrangement

3-Unsubstituted anthranilium salts 1 react with alcohols in the presence of bases to yield adducts 5 which rearrange to the esters 4 when refluxed in xylene.Similar processes involving 1 and cyanide or azide also have been observed.Evidence favoring benzoazetinones 2 as rearrangement intermediates is presented.The chemistry of 1 with phosphines and phosphites is also described.For example, treatment of 1c with trimethyl phosphite yields the rearranged adduct salt 14 which cleaves to the acyl phosphonate 15 when treated with triethylamine.