4290-91-9

Basic information

• Product Name: 1-BUTYL-1H-INDOLE-2,3-DIONE
• Synonyms: 1-BUTYL-1H-INDOLE-2,3-DIONE;AKOS BBS-00006504;AKOS BC-1700;TIMTEC-BB SBB006836;1H-indole-2,3-dione, 1-butyl-;1-butylindole-2,3-dione;1-butylindoline-2,3-dione;1-butylisatin
• CAS NO: 4290-91-9
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.24
• Mol File: 4290-91-9.mol
• Article Data: 41

Chemical Properties

• Boiling Point: 332.6°Cat760mmHg
• Flash Point: 146.3°C
• Appearance: /
• Density: 1.173g/cm³
• Vapor Pressure: 0.000144mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 1-BUTYL-1H-INDOLE-2,3-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BUTYL-1H-INDOLE-2,3-DIONE(4290-91-9)
• EPA Substance Registry System: 1-BUTYL-1H-INDOLE-2,3-DIONE(4290-91-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 4290-91-9(Hazardous Substances Data)

Usage

Description

1-BUTYL-1H-INDOLE-2,3-DIONE is an organic compound that serves as a key intermediate in the synthesis of various complex organic molecules. It is characterized by its unique structure, which includes a butyl group attached to an indole core with a 2,3-dione functional group. 1-BUTYL-1H-INDOLE-2,3-DIONE plays a crucial role in the development of novel chemical entities with potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
1-BUTYL-1H-INDOLE-2,3-DIONE is used as a synthetic intermediate for the preparation of Spiro-epoxidized Indole-cyclopentenobutyrolactone compounds. These compounds have potential applications in the development of new pharmaceutical agents, particularly in the area of drug discovery and medicinal chemistry. The unique structural features of 1-BUTYL-1H-INDOLE-2,3-DIONE enable the creation of diverse and bioactive molecules, which can be further optimized for therapeutic efficacy and selectivity.

InChI:InChI=1/C12H13NO2/c1-2-3-8-13-10-7-5-4-6-9(10)11(14)12(13)15/h4-7H,2-3,8H2,1H3

Upstream product

• 109-65-9 1-bromo-butane 
• 3486-31-5 isatin sodium salt 
• 91-56-5 indole-2,3-dione 
• 949511-22-2 2-(2-bromophenyl)-N-butylacetamide 
• 1249275-86-2 C₁₂H₁₉NO 
• 62-53-3 aniline 
• 42366-35-8 hydroxyimino-N-phenylacetamide 
• 924-44-7 glyoxylic acid ethyl ester 
• 1126-78-9 N-(n-butyl)aniline 
• 542-69-8 1-iodo-butane 
• 131543-46-9 Glyoxal 

Downstream Products

• 1042156-45-5 C₁₉H₁₆F₃N₅O₅ 
• 503036-62-2 C₁₈H₁₈N₄O₃ 
• 502920-19-6 C₁₈H₁₇N₅O₅ 
• 327061-52-9 6-butyl-6H-indolo[2,3-b]quinoxaline 

Relevant articles and documents

Structure and Isomerism of 2-(3-Substituted) Quinoxalinylhydrazones of Isatin and Its Homologs

Mono- and dihydrazones, the structure of which were established by means of 1H and 13C NMR, IR, and electronic absorption spectroscopy, were synthesized by reaction of 3-chloro-2-hydrazino- and 2,3-dihydrazinoquinoxalines with 1H-indole-2,3-dione and its 1-methyl and 1-butyl homologs.Thermal and photochemical conversion of the E, Z isomer to the Z isomer is observed, while the reverse transformation is observed in the case of treatment with alkali.

Thiophene-functionalized octupolar triindoles: Synthesis and photophysical properties

Two thiophene-functionalized octupolar triindole molecules were synthesized through Suzuki and Sonogashira cross-coupling reactions. Their photophysical and electrochemical properties were explored. The spectroscopic data demonstrate that triindole is an

Fluorine-substituted indolo-thiadiazoloquinoxaline-based D-A type polymers for photovoltaic applications

Two D-A type conjugated polymers, in which the electron-donating benzodithiophene monomers are connected to the electron-accepting indolo-thiadiazoloquinoxaline (ITQ) monomers via a thiophene bridge, are synthesized under Stille coupling conditions. Once the reference PB-ITQ is prepared, one fluorine atom is incorporated into the ITQ unit of PB-ITQ to afford the additional target polymer PB-ITQF. An inverted-type device with the configuration of indium tin oxide (ITO)/ZnO/Polymer:PC71BM/MoO3/Ag is utilized to examine the photovoltaic properties of the two polymers. Owing to the positive contributions of fluorine atoms, all the photovoltaic parameters of the device based on PB-ITQF such as the short-circuit current density, open-circuit voltage, and fill factor are improved as compared with those of the device based on PB-ITQ. As a result, the highest PCE of 2.32% is achieved from the fullerene-based polymer solar cell based on PB-ITQF.

Acylation of oxindoles using methyl/phenyl estersviathe mixed Claisen condensation - an access to 3-alkylideneoxindoles

Predominantly, aggressive acid chlorides and stoichiometric coupling reagents are employed in the acylating process for synthesizing carbonyl tethered heterocycles. Herein, we report simple acyl sources,viz. methyl and phenyl esters, which acylate oxindolesviathe mixed Claisen condensation. This straightforward protocol is mediated by LiHMDS and KOtBu and successfully applied to a wide range of substrates. It is a noteworthy transformation that skips the stepwise generation of enolates and acylation, and the reaction is performed at a moderate temperature with no side reactions. This protocol produces the first examples ofortho-substituents in an aryl ring flanked with electron-donating and electron-withdrawing substrates. Interestingly, robust organometallic ferrocenyl methyl ester cleaved under these conditions with ease. Furthermore, biologically important Tenidap's analog was synthesized by this protocol.