3484-18-2

Usage

Uses

Used in Pharmaceutical Industry:
2-Ethyl-1H-indole is used as a building block for the synthesis of various pharmaceuticals due to its unique chemical structure and potential pharmacological properties. Its presence in the molecular composition of certain drugs aids in the development of new therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Ethyl-1H-indole is employed as an intermediate in the production of agrochemicals. Its role in the synthesis of these compounds contributes to the development of effective products for agricultural applications, such as pesticides and plant growth regulators.
Used in Medicinal Chemistry Research:
2-Ethyl-1H-indole is utilized as a research compound in medicinal chemistry. Its unique structure and potential pharmacological properties make it a valuable tool for exploring new drug candidates and understanding their mechanisms of action.
Used in Organic Synthesis:
As an organic compound, 2-Ethyl-1H-indole is used in various organic synthesis processes. Its reactivity and structural features allow it to participate in a range of chemical reactions, facilitating the creation of diverse chemical entities for various applications.

InChI:InChI=1/C10H11N/c1-2-9-7-8-5-3-4-6-10(8)11-9/h3-7,11H,2H2,1H3

Upstream product

• 95-20-5 2-methyl-1H-indole 
• 74-88-4 methyl iodide 
• 108-94-1 cyclohexanone 
• 100-63-0 phenylhydrazine 
• 66696-76-2 5-(1-hydroxypropylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione 
• 81784-64-7 3-Oxo-pentanoic acid hydroxy-phenyl-amide 
• 64074-05-1 2,2-dimethyl-5-propanoyl-1,3-dioxan-4,6-dione 
• 1129-62-0 butan-2-one phenylhydrazone 
• 2696-85-7 2-butyl-benzenamine 

Downstream Products

• 18992-67-1 1,2-dimethyl-9H-carbazole 
• 37128-60-2 4-Pyridyl 3-(2-ethyl)indolyl ketone 
• 120211-07-6 1,2-dimethyl-4-phenylcarbazole 
• 329015-26-1 2,5-dichloro-3-(2-ethyl-1H-indol-3-yl)[1,4]benzoquinone 
• 503168-13-6 C₁₉H₁₉NO₂ 
• 1207189-34-1 C₂₂H₂₀BrNO 
• 19165-26-5 2-(propionylamino)benzoic acid 
• 1555519-63-5 1-ethyl-2-[(4-methylphenyl)sulfonyl]-1H-indole 

Relevant academic research and scientific papers

Zirconium Metal-Organic Frameworks Assembled from Pd and Pt PNNNP Pincer Complexes: Synthesis, Postsynthetic Modification, and Lewis Acid Catalysis

Carboxylic acid-functionalized Pd and Pt PNNNP pincer complexes were used for the assembly of two porous Zr metal-organic frameworks (MOFs), 2-PdX and 2-PtX. Powder X-ray diffraction analysis shows that the new MOFs adopt cubic frame

Iron-Catalyzed Intramolecular Aminations of C(sp3)?H Bonds in Alkylaryl Azides

The nucleophilic iron complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) catalyzes the direct intramolecular amination of unactivated C(sp3)?H bonds in alkylaryl azides, which results in the formation of substituted indoline and tetrahydroquinoline derivatives.

New route to 2-substituted indoles by pyrolysis of N-acylacetylphenylhydroxylamines

Convenient and regiospecific synthesis of 2-substituted indol (3) by thermolysis of N-acylacetylphenylhydroxylamine (1) and its mechanism including the formation of a radical intermediate are reported.

Functionalization of the Methyl Group of 2-Methylindole by Direct Generation of a C,N-Dianion

The first method for directly generating C,N-dianion from an alkyl-substituted ?-excessive N-heterocyclic compound (2-methylindole) has been developed.It involves treatment with 3 equiv. of BuLi and 2 equiv. of ButOK in a particular sequence and results in the functionalization of the 2-methyl group of the indole in a regiospecific manner.

SYNTHESIS OF ALKYLINDOLES IN GAS PHASE ON AN ALUMINIUM ORTHOPHOSPHATE

The synthesis of alkylindoles in the gas phase over an aluminium orthophosphate Kearby type catalyst has been studied.As reactants different carbonyl compounds and phenylhydrazine or aniline have been employed.The conditions of temperature and molar ratio of carbonyl compoud/nitrogenous compound have been changed.The best results were reached in the reactions between the lower aldehydes and aniline.Thus, 75 percent alkylindoles were obtained from propanaldehyde and 62 percent from butyraldehyde.Also remarkable is the reaction between cyclopentanone and phenylhydrazine because 45 percent 2,3-trimethyleneindole was obtained.

MELDRUM'S ACID IN ORGANIC SYNTHESIS 3. SYNTHESIS OF 2-SUBSTITUTED INDOLES FROM PHENYLHYDROXYLAMINE

Treatment of phenylhydroxylamine oxalate with acyl Meldrum's acids in boiling acetonitrile readily gave N-acylacetylphenylhydroxylamines, which were converted to 2-substituted indoles by another treatment with acyl Meldrum's acids in refluxing toluene.N-B

Meldrum's Acid in Organic Synthesis. VI. Synthesis of 2-Substituted Indoles from Acyl Meldrum's Acids and Phenylhydroxylamine via Sigmatropic Rearrangement

Phenylhydroxylamine (13) oxalate was quite easily acylacetylated by heating with an equimolar amount of acyl Meldrum's acid (4) in acetonitrile to give an N-acylacetylphenylhydroxylamine (14) in high yield.When 14 was treated with another equimolar amount of the same 4 in refluxing toluene, a series of reactions, O-acylacetylation, 1-aza-1'-oxasigmatropic rearrangement, decarboxylation, dehydrative cyclization, and deacylation, occured consecutively to give a 2-substituted indole (16) in fair yield, though sometimes accompanied by the formation of a 5-substituted 4-isoxazolin-3-one (17).N-Benzoyl, N-acetyl, and N-benzyloxycarbonyl derivatives of phenylhydroxylamine (18) were treated with phenylacetyl Meldrum's acid (4i) in refluxing benzene containing copper powder to give readily rearranged ortho alkylation products (19), which were converted to the corresponding N-acyl-2-benzylindoles (20) by treatment with hydrochloric acid in boiling ethanol or with anhydrous p-toluenesulfonic acid in benzene at room temperature.Keywords - acyl Meldrum's acid; phenylhydroxylamine; N-acylacetylphenylhydroxylamine; 2-substituted indole; 1-aza-1'-oxasigmatropic rearrangement; acid-catalyzed cyclization