81142-14-5

Basic information

• Product Name: [2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)ethoxy]acetaldehyde
• Synonyms: [2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)ethoxy]acetaldehyde
• CAS NO: 81142-14-5
• Molecular Weight: 233.224
• Mol File: 81142-14-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: [2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)ethoxy]acetaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: [2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)ethoxy]acetaldehyde(81142-14-5)
• EPA Substance Registry System: [2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)ethoxy]acetaldehyde(81142-14-5)

Safety Data

• Hazardous Substances Data: 81142-14-5(Hazardous Substances Data)

Usage

Description

[2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)ethoxy]acetaldehyde is a complex organic compound characterized by a dioxo-dihydroisoindol-yl group attached to an ethoxyacetaldehyde moiety. [2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)ethoxy]acetaldehyde is likely to be highly reactive and potentially unstable, necessitating careful handling and storage. Its specific properties and uses are not readily available, and detailed information should be obtained from authoritative sources or through extensive chemical analysis.

Uses

Used in Chemical Synthesis:
[2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)ethoxy]acetaldehyde is used as a chemical intermediate for the synthesis of various complex organic molecules. Its unique structure allows it to be a valuable building block in the creation of pharmaceuticals, dyes, and other specialty chemicals.
Used in Pharmaceutical Development:
In the pharmaceutical industry, [2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)ethoxy]acetaldehyde may be used as a precursor in the development of new drugs. Its dioxo-dihydroisoindol-yl group could be exploited for the design of novel therapeutic agents with specific biological activities.
Used in Research and Development:
Due to its complex structure, [2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)ethoxy]acetaldehyde may be utilized in research and development settings to study its reactivity, stability, and potential applications in various chemical and materials science fields.

Upstream product

• 85-44-9 phthalic anhydride 
• 69676-63-7 2-(2-phthalimidoethoxy)ethanol 

Downstream Products

• 88150-75-8 ethyl 4-[2-(phthalimido)ethoxy]acetoacetate 
• 69676-65-9 2-(2-phthalimidoethoxy)-acetic acid 

Relevant articles and documents

Preparation method of amlodipine key intermediate

The invention discloses a preparation method of an amlodipine key intermediate, which relates to the field of drug synthesis. The preparation method comprises the following specific steps of reactinga compound 3 (2-(2-(2-hydroxyethoxy) ethyl) isoindoline-1, 3-diketone) with DMSO (dimethyl sulfoxide) and oxalyl chloride to obtain a compound 2 (2-(2-(1, 3-dioxaisoindoline-2-yl) ethoxy) acetaldehyde), then, enabling the compound 2 and ethyl diazoacetate to be subjected to a C-H bond insertion reaction under the catalysis of Lewis (Lewis) acid, and acquiring a compound 1 ((2-(1, 3-dioxaisoindoline-2-yl) ethoxy)-3-oxabutyrate). According to the preparation method, a NaH route commonly adopted in current production is avoided, the total yield is equivalent to that of the NaH route, and the rawmaterials are cheaper and easier to obtain, so that the safety and the production efficiency are greatly improved, the total cost is reduced by about 30%, and the preparation method is suitable for industrial production.

Synthesis of Specifically Deuterium Labeled Sulfur and Oxygen Ether Side-Chain-Extended Antileukemic (2-Chloroethyl)nitrosoureas and Study of Their Products and Pathways of Decomposition under Physiological Conditions

The synthesis of certain specifically deuterium labeled ether and thioether side-chain-extended (2-chloroethyl)nitrosoureas is described.Controlled aqueous decomposition of α-d2-S-CENU and β-d2-S-CENU under physiological conditions affords six products including 2-chloroethyl vinyl ether, bis(2-chloroethyl)thioether, and 1,2-dihydrothiophenes.The reactions, which are dominated by elimination under these conditions, the products, and the distribution of isotopic labels are consistent with the formation of thiiranium intermediates which are then subject to ring opening and ring expansion.Similar decomposition of α-d2-O-CENU and β-d2-O-CENU affords seven products including the 2-chloroethyl vinyl ether, acetalaldehyde, vinyl chloride, and bis(2-chloroethyl) ether but no dihydrofuran.The products and isotope distributions in these cases are consistent with an oxiranium species formed at the demand of the incipient cationic center but not formed at the ω-position.The rates of aqueous decomposition of α-d2-S-CENU, and α-d2-O-CENU show no isotope effects in accord with the suggested rate-determining step.In contrast, the 2-chloroethyl vinyl ether (or thioether) product distributions, corresponding to elimination of a proton or deuteron, of 4:1 for α-d2-S-CENU and 15:1 for α-d2-O-CENU are in accord with large primary isotope effects at the stage of the intermediate thiiranium or oxiranium ions.The overall results are in accord with the observed property of S-CENU to cross-link DNA readily due to sulfur participation at two sites unlike O-CENU which only alkylates and does not cross-link DNA.These results may relate to the superior antileukemic activity of S-CENU.