1006-19-5

Basic information

• Product Name: 1-Methyl-1H-indazole-3-ol
• Synonyms: 1-Methyl-1H-indazol-3(2H)-one;1-Methyl-1H-indazole-3-ol;1,2-dihydro-1-methylindazol-3-one
• CAS NO: 1006-19-5
• Molecular Formula: C₈H₈N₂O
• Molecular Weight: 0
• Mol File: 1006-19-5.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 310.2°C at 760 mmHg
• Flash Point: 141.4°C
• Appearance: /
• Density: 1.213g/cm³
• Vapor Pressure: 0.000333mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 1-Methyl-1H-indazole-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-1H-indazole-3-ol(1006-19-5)
• EPA Substance Registry System: 1-Methyl-1H-indazole-3-ol(1006-19-5)

Safety Data

• Hazardous Substances Data: 1006-19-5(Hazardous Substances Data)

Usage

General Description

1-Methyl-1H-indazole-3-ol is a chemical compound with the molecular formula C9H9N1O1. It is a derivative of indazole, which is a heterocyclic aromatic organic compound. 1-Methyl-1H-indazole-3-ol is a colorless to light yellow liquid that is insoluble in water, but soluble in organic solvents. It is commonly used in the pharmaceutical industry as a building block for the synthesis of various pharmaceutical drugs. Additionally, this compound has also been studied for its potential biological activities, such as its effects on the central nervous system. Its chemical structure and properties make it an important intermediate in the synthesis of various pharmaceuticals and other organic compounds.

InChI:InChI=1/C8H8N2O/c1-10-7-5-3-2-4-6(7)8(11)9-10/h2-5H,1H3,(H,9,11)

Upstream product

• 618-40-6 1-Methyl-1-phenylhydrazine 
• 57-13-6 urea 
• 934391-29-4 tert-butyl 2-methyl-2-phenylhydrazine-1-carboxylate 
• 64922-85-6 2-methyl-N,2-diphenylhydrazine-1-carboxamide 
• 60-34-4 methylhydrazine 
• 118-91-2 ortho-chlorobenzoic acid 
• 100-61-8 N-methylaniline 
• 614-00-6 N-methyl-N-nitrosoaniline 
• 394-35-4 methyl 2-fluorobenzoate 
• 393-52-2 2-Fluorobenzoyl chloride 
• 609-65-4 o-chlorobenzoyl chloride 
• 14908-43-1 2-fluoro-N',N'-dimethylbenzohydrazide 
• 88-65-3 2-bromobenzoic-acid 
• 67655-86-1 1-(2-chlorobenzoyl)-2,2-dimethylhydrazine 

Downstream Products

• 94268-46-9 3-ethanoyloxy-1-methylindazole 
• 109632-72-6 2-Benzyl-1-methyl-1,2-dihydro-indazol-3-one 

Relevant articles and documents

Reactions of Hydrazides and Hydrazones with n-Butyl-lithium

Aromatic hydrazides give indazol-3(2H)-ones in good yield when treated with 3 equivalents of n-butyl-lithium; aliphatic and heterocyclic hydrazides afford the corresponding aldehydes under the same conditions.

Rhodium(III)-catalyzed N-nitroso-directed C-H addition to ethyl 2-oxoacetate for cycloaddition/fragmentation synthesis of indazoles

RhIII-catalyzed N-nitroso-directed C-H addition to ethyl 2-oxoacetate allows subsequent construction of indazoles, a privileged heterocycle scaffold in synthetic chemistry, through the exploitation of reactivity between the directing group and installed group. The formal [2+2] cycloaddition/fragmentation reaction pathway identified herein, a unique reactivity pattern hitherto elusive for the N-nitroso group, emphasizes the importance of forward reactivity analysis in the development of useful C-H functionalization-based synthetic tools. The synthetic utility of the protocol is demonstrated with the synthesis of a tri-cyclic-fused ring system. The diversity of covalent linkages available for the nitroso group should enable the extension of the genre of reactivity reported herein to the synthesis of other types of heterocycles.

Regioselective synthesis of 1-alkyl- Or 1-aryl-1H-indazoles via copper-catalyzed cyclizations of 2-haloarylcarbonylic compounds

A general method for the one-step regioselective synthesis of 1-alkyl- or 1-aryl-1H-indazoles from ortho-halogenated alkanoylphenones, benzophenones, and arylcarboxylic acids, via copper-catalyzed amination, was developed by using 0.2% mol of CuO in the p