23244-58-8

Usage

Uses

Methyl (1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)acetate is a useful research chemical.

InChI:InChI=1/C11H9NO4/c1-16-9(13)6-12-10(14)7-4-2-3-5-8(7)11(12)15/h2-5H,6H2,1H3

Upstream product

• 85-44-9 phthalic anhydride 
• 616-34-2 methoxycarbonylmethylamine 
• 100166-86-7 S-ethyl 2-(1,3-dioxoisoindolin-2-yl)ethanethioate 
• 124536-28-3 2-(2-Hydroperoxy-2-methoxy-ethyl)-isoindole-1,3-dione 
• 615-42-9 1,2-Diiodobenzene 
• 201230-82-2 carbon monoxide 
• 1816-92-8 Methyl azidoacetate 

Downstream Products

• 135382-80-8 [2-(Pyrrolidine-1-carbonyl)-benzoylamino]-acetic acid methyl ester 
• 4702-13-0 N-phthaloylglycine 
• 100166-98-1 methyl 2-(1-hydroxy-3-oxoisoindolin-2-yl)acetate 
• 100166-97-0 (1-Hydroxy-1-hydroxymethyl-3-oxo-1,3-dihydro-isoindol-2-yl)-acetic acid methyl ester 
• 18461-15-9 2-(methoxycarbonyl-phthalimido-methyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid 
• 1197385-40-2 C₁₈H₁₇NO₄ 
• 1197385-41-3 C₁₉H₁₉NO₄ 
• 1499-53-2 ethyl hippurate 
• 1304504-01-5 N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl](3''-methoxy-4''-hydroxybenzylidene)imine 
• 1304504-00-4 N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl](2''-chlorobenzylidene)imine 
• 1304503-99-8 N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl](4''-hydroxybenzylidene)imine 
• 1304503-98-7 N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl]benzylideneimine 
• 1304503-94-3 1-[2''-[1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl]-1'',3'',4''-thiadiazol-5''-yl]-4-(3'''-methoxy-4'''-hydroxybenzylidiene)-4,5-dihydro-2-phenylimidazol-5-one 
• 1304503-93-2 1-[2''-[1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl]-1'',3'',4''-thiadiazol-5''-yl]-4-(2'''-chlorobenzylidiene)-4,5-dihydro-2-phenylimidazol-5-one 

Relevant academic research and scientific papers

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.

Synthesis of tetrahydrophthalazine and phthalamide (phthalimide) derivatives via palladium-catalysed carbonylation of iodoarenes

1,2,3,4-Tetrahydrophthalazin-1-one and 1,2,3,4-tetrahydrophthalazin-1,4- dione derivatives were synthesised in high (up to 85%) and low yields using 2-iodobenzyl bromide and 1,2-diiodobenzene as bifunctional substrates, respectively. Iodoarenes, carbon monoxide and various hydrazine derivatives as N-nucleophiles were used in a three-component palladium-catalysed cascade hydrazinocarbonylation. A similar palladium-catalysed reaction, the aminocarbonylation of 1,2-diiodobenzene, resulted mainly in the formation of two types of major products depending on the amine N-nucleophiles: the use of primary amines yielded N-substituted phthalimides in double carbonylation, while secondary amines react with one of the iodoarene functionalities affording the corresponding 2-iodobenzamides. Due to double carbon monoxide insertion at one or both iodoarene functionalities, ketocarboxamide-carboxamide or bis-ketocarboxamide derivatives could be isolated by the modification of the reaction conditions. Some mechanistic details of the ring-closure reactions and the conditions leading to side-products are also discussed.

The Alkylation of Menthyl Hippurate and Some Related Materials: A Reinvestigation.

Benzylation of chiral esters of N-acyglycines using various bases and additives was examined.No C-alkylation was observed with one equivalent of base.Diastereoselectivities were dependent on the amount of additive, the nature of the N-acyl group, and the chiral ester.A model to account for the degree and sense of the stereoselectivity is proposed.

PHOTOCHEMICAL CLEAVAGE OF N-(HYDROPEROXYALKYL)PHTHALIMIDES BY INTRAMOLECULAR ENERGY TRANSFER

An unusual type of selective photocleavage of N-(hydroperoxyalkyl)phthalimides by intramolecular energy transfer has been described.

Photochemistry of ω-Phthalimidoalkanoic Acid Derivatives Syntheses of Multicyclic Fused Hydropyrazines and 1,4-Diazepines

Photochemical reactions of phthalimides having various carbonyl functions (amides 3a-h, esters 11,14, and thioester 17) in their N-alkyl side chain are studied.By irradiation fused hydropyrazines (4a, e, g, h) and hydro-1,4-diazepines (4b, f) were formed from amide derivatives 3 through photocyclization, whereas the esters 11,14 showed addition and reduction reactions of the imide carbonyl group, and thioester 17 showed Norrish-type I reaction of the thioester moiety, in each case, however, without yielding cyclized products.