16052-67-8

Basic information

• Product Name: 6-Bromo-5-hydroxy-2-methyl-1H-indole-3-arboxylic acid, ethyl ester
• Synonyms: 6-Bromo-5-hydroxy-2-methyl-1H-indole-3-arboxylic acid, ethyl ester;6-bromo-5-hydroxy-2-methyl-1H-Indole-3-carboxylic acid ethyl ester;ethyl 6-bromo-5-hydroxy-2-methyl-1H-indole-3-carboxylate
• CAS NO: 16052-67-8
• Molecular Formula: C₁₂H₁₂BrNO₃
• Molecular Weight: 298.13258
• Mol File: 16052-67-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 198-199 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 421.0±40.0 °C(Predicted)
• Appearance: /
• Density: 1.592±0.06 g/cm3(Predicted)
• PKA: 7?+-.0.40(Predicted)
• CAS DataBase Reference: 6-Bromo-5-hydroxy-2-methyl-1H-indole-3-arboxylic acid, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Bromo-5-hydroxy-2-methyl-1H-indole-3-arboxylic acid, ethyl ester(16052-67-8)
• EPA Substance Registry System: 6-Bromo-5-hydroxy-2-methyl-1H-indole-3-arboxylic acid, ethyl ester(16052-67-8)

Safety Data

• Hazardous Substances Data: 16052-67-8(Hazardous Substances Data)

Usage

General Description

6-Bromo-5-hydroxy-2-methyl-1H-indole-3-carboxylic acid, ethyl ester is a chemical compound that belongs to the category of indole derivatives. It is a synthetic organic compound with a molecular formula C13H13BrN2O3 and a molecular weight of 328.16 g/mol. 6-Bromo-5-hydroxy-2-methyl-1H-indole-3-arboxylic acid, ethyl ester has potential applications in medicinal chemistry and pharmaceutical research due to its unique structure and functional groups. It is commonly used as a building block in the synthesis of various biologically active molecules and pharmaceutical intermediates. Its diverse chemical properties make it a valuable tool for drug discovery and development.

Upstream product

• 7598-91-6 ethyl 5-hydroxy-2-methylindole-3-carboxylate 
• 106-51-4 p-benzoquinone 
• 626-34-6 ethyl aminocrotonate 

Downstream Products

• 87992-18-5 6H-4-bromo-8-carbethoxy-7-methyl-2-phenyloxazolo<4,5-e>indole 
• 77294-39-4 Benzoic acid N'-(6-bromo-5-hydroxy-2-methyl-1H-indole-3-carbonyl)-hydrazide 
• 77811-32-6 6-Bromo-2-methyl-3-(5-phenyl-[1,3,4]oxadiazol-2-yl)-1H-indol-5-ol 
• 77294-45-2 8-Bromo-7-hydroxy-2-methyl-6-phenyl-1,4-dihydro-[1,2]diazepino[4,5,6-cd]indol-3-one 
• 77811-29-1 6-Bromo-5-hydroxy-2-methyl-1H-indole-3-carboxylic acid [1-phenyl-meth-(E)-ylidene]-hydrazide 
• 77294-38-3 6-Bromo-5-hydroxy-2-methyl-1H-indole-3-carboxylic acid N'-acetyl-hydrazide 

Relevant articles and documents

Synthesis of Substituted 1H-3,4-Dihydrodiazepinoindol-3-ones, 3,7-Dihydropyranoindol-7-ones and 6H-Oxazoloindoles

Ethyl 6-substituted 5-hydroxy-2-methylindole-3-carboxylates (1a,b), prepared by Nenitzescu reaction, Vilsmeier-Haack formylation using DMF and POCl3 form the corresponding 4-aldehydes (2a,b).These aldehydes undergo condensation with hydrazine hydrate (80percent) to produce 8-substituted 3,4-dihydro-7-hydroxy-2-methyldiazepinoindol-3-ones (3a,b).The reaction of 2a,b with acetic anhydride and triethylamine under reflux yields 5-substituted 1-carbethoxy-3,7-dihydro-2-methylpyranoindol-7-ones (4a,b).Ethyl 6-substituted 5-hydroxy-2-methyl-4-nitrosoindole-3-carboxylates (5a,b), prepared by nitrosation of 1a,b with acetic acid and sodium nitrite, when refluxed with benzylamine furnish the corresponding 4-substituted 6H-8-carbethoxy-7-methyl-2-phenyloxazoloindoles (6a,b).Following the above sequence of reactions ethyl 5-hydroxy-2-methylbenzindole-3-carboxylate has been converted into 1H-3,4-dihydro-7-hydroxy-2-methylbenzdiazepinoindol-3-one (9), 3-carbethoxy-1,6-dihydro-2-methylbenzpyranoindol-6-one (10) and 6H-4-carbethoxy-5-methyl-2-phenylbenzoxazoloindole (12).

Synthesis of Substituted Diazepinoindol-4-ones

Various substituted ethyl 5-hydroxy-2-methylindole-3-carboxylates have been prepared by Nenitzescu reaction.These on condensation with hydrazine hydrate give the respective carboxyhydrazides, which react with formamide, acetic anhydride-acetic acid and be