55747-53-0

Basic information

• Product Name: Ethyl 3-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-5-methoxy-1H-indole-2-carboxylate
• Synonyms: Ethyl 3-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-5-methoxy-1H-indole-2-carboxylate;3-[2-(1,3-diketoisoindolin-2-yl)ethyl]-5-methoxy-1H-indole-2-carboxylic acid ethyl ester;3-[2-(1,3-dioxo-2-isoindolinyl)ethyl]-5-methoxy-1H-indole-2-carboxylic acid ethyl ester;ethyl 3-[2-(1,3-dioxoisoindol-2-yl)ethyl]-5-methoxy-1H-indole-2-carboxylate;ethyl 3-[2-(1,3-dioxoisoindolin-2-yl)ethyl]-5-methoxy-1H-indole-2-carboxylate
• CAS NO: 55747-53-0
• Molecular Formula: C₂₂H₂₀N₂O₅
• Molecular Weight: 392.4046
• Mol File: 55747-53-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethyl 3-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-5-methoxy-1H-indole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 3-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-5-methoxy-1H-indole-2-carboxylate(55747-53-0)
• EPA Substance Registry System: Ethyl 3-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-5-methoxy-1H-indole-2-carboxylate(55747-53-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 55747-53-0(Hazardous Substances Data)

Upstream product

• 55747-45-0 ethyl 2-acetyl-5-(1,3-dioxo-1,3-dihydro-2-isoindolyl)pentanoate 
• 4346-59-2 para-methoxyphenyldiazonium chloride 
• 5457-29-4 N-(3-iodopropyl)phthalimide 
• 42251-84-3 N-(3-chloropropyl)phthalimide 
• 104-94-9 4-methoxy-aniline 
• 5460-29-7 2-(3-bromopropyl)isoindole-1,3-dione 
• 136918-14-4 phthalimide 
• 3471-32-7 4-Methoxyphenylhydrazine 

Downstream Products

• 1445-69-8 2,3-dihydrophthalazine-1,4-dione 
• 236096-10-9 6-methoxy-2,3,4,9-tetrahydro-1H-β-carbolin-1-one 
• 73-31-4 5-methoxy-N-acetyl-tryptamine 
• 608-07-1 2-(5-methoxyindol-3-yl)ethylamine 

Relevant articles and documents

Preparation method of melatonin

The invention relates to the technical field of chemical synthesis of medicines, in particular to a preparation method of melatonin. The preparation method of the melatonin comprises the following steps: (a) subjecting phthalimide, 1,3-dichloropropane, sodium iodide and ethyl acetoacetate to a reaction in a solvent under the action of alkali to obtain a compound I; (b) performing a ring closing reaction on the compound I and p-methoxyphenyl diazonium salt in the presence of alkali and a solvent to obtain a compound II; (c) hydrolyzing the compound II under an alkaline condition, and carrying out decarboxylating under an acidic condition to obtain a compound III; and (d) carrying out an acetylation reaction on the compound III to obtain melatonin. According to the preparation method, phthalimide, 1,3-dichloropropane, ethyl acetoacetate and the like are used as raw materials, and the price of the raw materials is low; the intermediate compound I can be obtained through a one-step method,so reaction steps and time are shortened; moreover, the conditions of each reaction step are relatively mild, the raw materials are easy to obtain, and high yield can be obtained.

PTC-promoted Japp-Klingmann reaction for the synthesis of indole derivatives

Indole derivatives have been efficiently synthesized from ethyl 2-phenylhy-drazono-5-phthalimido-pentanoate and its derivatives, which were obtained by Japp-Klingmann reaction under phase-transfer catalytic (PTC) conditions. Several different phase-transf

Process research and development of melatonin

A short, simple, and industrially feasible process for the preparation of melatonin (N-acetyl-5-methoxy tryptamine), starting from phthalimide and 1-bromo-3-chloropropane, in essentially four steps is discussed. The present article elucidates the preparative process along with the impurity profile of each intermediate.