6974-10-3

Basic information

• Product Name: 2-ETHOXYCARBONYL-METHYL-PHTHALIMIDE
• Synonyms: 2H-Isoindole-2-acetic acid, 1,3-dihydro-1,3-dioxo-, ethyl ester (9CI);ethyl 2-(1,3-dioxoisoindol-2-yl)acetate;ethyl 2-(1,3-dioxoisoindol-2-yl)ethanoate;Phthalylglycine ethyl ester;N-PHTHALOYLGLYCINE ETHYL ESTER;N-(ETHOXYCARBONYLMETHYL)PHTHALIMIDE;PHTHALIMIDOACETIC ACID ETHYL ESTER;SPECS AF-960/00453010
• CAS NO: 6974-10-3
• Molecular Formula: C₁₂H₁₁NO₄
• Molecular Weight: 233.22
• Mol File: 6974-10-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 112.5°C
• Boiling Point: 375.46°C (rough estimate)
• Flash Point: 170.2°C
• Appearance: /
• Density: 1.2697 (rough estimate)
• Vapor Pressure: 0.00115mmHg at 25°C
• Refractive Index: 1.5560 (estimate)
• Storage Temp.: 2-8°C
• PKA: -2.47±0.20(Predicted)
• CAS DataBase Reference: 2-ETHOXYCARBONYL-METHYL-PHTHALIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ETHOXYCARBONYL-METHYL-PHTHALIMIDE(6974-10-3)
• EPA Substance Registry System: 2-ETHOXYCARBONYL-METHYL-PHTHALIMIDE(6974-10-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 6974-10-3(Hazardous Substances Data)

Usage

General Description

2-Ethoxycarbonyl-methyl-phthalimide is a chemical compound that belongs to the phthalimide family. It is a white solid with a molecular formula C12H11NO4 and a molecular weight of 233.22 g/mol. 2-ETHOXYCARBONYL-METHYL-PHTHALIMIDE is commonly used as a reagent in organic synthesis for the introduction of the 2-ethoxycarbonylmethyl group into various organic compounds. It is also used as an intermediate in the production of pharmaceuticals and agrochemicals. The chemical properties of 2-ethoxycarbonyl-methyl-phthalimide make it a versatile compound for various applications in the chemical and pharmaceutical industries.

Upstream product

• 3842-20-4 N-(cyanomethyl)phthalimide 
• 141-78-6 ethyl acetate 
• 75-36-5 acetyl chloride 
• 38846-64-9 2-ethynylbenzaldehyde 
• 459-73-4 GlyOEt*HCl 
• 101855-29-2 C₁₃H₁₁NO₄S₂ 
• 637-81-0 ethyl-2-azidoacetate 
• 85-44-9 phthalic anhydride 

Downstream Products

• 13972-97-9 4-hydroxy-2-methyl-1(2H)-isoquinolone-3-carboxylic acid methyl ester 
• 477515-36-9 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N'-(3,4,5-trimethoxybenzylidene)acetohydrazide 
• 477515-44-9 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N'-(4-hydroxy-3-methoxybenzylidene)acetohydrazide 
• 1345842-30-9 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N'-(4-methylbenzylidene)acetohydrazide 
• 477515-24-5 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N'-(4-hydroxybenzylidene)acetohydrazide 
• 477515-40-5 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N'-(4-chlorobenzylidene)acetohydrazide 
• 1338229-70-1 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N'-(2-nitrobenzylidene)acetohydrazide 
• 477515-22-3 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N'-(4-nitrobenzylidene)acetohydrazide 
• 109729-06-8 N'-benzylidene-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetohydrazide 
• 67429-32-7 2-Phthalimidomethyl-6-methyl-4-(4'-fluorophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester 
• 476454-79-2 ethyl (Z)-2-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)-3-[(4-methylphenyl)amino]propenoate 
• 1445-69-8 2,3-dihydrophthalazine-1,4-dione 
• 75-00-3 chloroethane 
• 88-99-3 benzene-1,2-dicarboxylic acid 

Relevant articles and documents

Methyl sulfonamide substituents improve the pharmacokinetic properties of bicyclic 2-pyridone based: Chlamydia trachomatis inhibitors

Chlamydia trachomatis infections are a global health problem and new approaches to treat C. trachomatis with drugs of high specificity would be valuable. A library of substituted ring fused 2-pyridones has been synthesized and evaluated for their ability to attenuate C. trachomatis infectivity. In vivo pharmacokinetic studies were performed, with the best candidates demonstrating that a C8-methylsulfonamide substituent improved pharmacokinetic properties important for oral administration. C8-Methyl sulfonamide analogue 30 inhibited C. trachomatis infectivity in low micromolar concentrations. Further pharmacokinetic evaluation at an oral dose of 10 mg kg-1 showed an apparent bioavailability of 41%, compared to C8-cyclopropyl and -methoxy analogues which had negligible oral uptake. In vitro ADME (absorption, distribution, metabolism and excretion) testing of solubility and Caco-2 cell permeability revealed that both solubility and permeability is greatly improved with the C8-methyl sulfonamide 30, effectively moving it from BCS (Biopharmaceutical Classification System) class IV to II.

An environmentally benign solvent/catalyst-free one-pot synthesis of N-substituted phthalimides via Aza-wittig reaction

For the first time an environmentally benign solvent/catalyst-free protocol for the synthesis of a variety of N-substituted phthalimides is submitted. It involves a one-pot coupling of nascent phosphazene generated in situ with phthalic anhydride. The protocol is novel in (1) avoiding toxic solvents, (2) no catalyst is employed and (3) no isophthalimide is formed as noted in the prevailing solution phase/catalysed methodology. Iranian Chemical Society 2012.

Photochemical and Thermal Transformations of O-Alkyl-S-phthalylglycyl Xanthates

Phthalylglycyl chloride reacts with different potassium O-alkyl xanthates (alkyl = Et, n-Pr, i-Pr, n-Bu, i-Bu) around 0 deg C in ether solution to give the corresponding O-alkyl-S-phthalylglycyl xanthates (Ia-e).Irradiation of Ia-e in benzene with mercury lamp for 1-1.5 hr results in the formation of corresponding alkyl xanthates (Va-e) whereas thermal decomposition of Ia-e around 150-200 deg C for 20-30 min yields the corresponding esters (VIa-e) and carbon disulphide.