13436-49-2

Usage

Uses

1H-Indazole, 1-acetyl(7CI,8CI,9CI) may have various applications in different industries, including but not limited to:
Used in Pharmaceutical Industry:
1H-Indazole, 1-acetyl(7CI,8CI,9CI) is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure and properties make it a valuable building block in the development of new drugs with potential therapeutic applications.
Used in Chemical Research:
1H-Indazole, 1-acetyl(7CI,8CI,9CI) serves as a research tool in the field of organic chemistry, where it can be used to study the reactivity and properties of acetylated indazole derivatives. This knowledge can contribute to the development of new synthetic methods and the discovery of novel chemical compounds.
Used in Materials Science:
1H-Indazole, 1-acetyl(7CI,8CI,9CI) may also find applications in materials science, where its unique structure and properties can be utilized to develop new materials with specific characteristics. These materials could have potential uses in various industries, such as electronics, coatings, or adhesives.

InChI:InChI=1/C9H8N2O/c1-7(12)11-9-5-3-2-4-8(9)6-10-11/h2-6H,1H3

Upstream product

• 271-44-3 benzimidazole 
• 108-24-7 acetic anhydride 
• 13436-50-5 2-Acetyl-indazol 
• 95-53-4 o-toluidine 
• 13493-47-5 N-(2-formylphenyl)acetamide 
• 98952-93-3 2-acetylamino-benzaldehyde-oxime 
• 16466-61-8 1,2-bis(t-butyloxycarbonyl)hydrazine 
• 40138-16-7 2-formylbenzene boronic acid 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 71-43-2 benzene 
• 614-68-6 2-tolyl isocyanate 
• 4838-00-0 2-methyl-2H-indazole 
• 507-02-8 acetyl iodide 

Downstream Products

• 271-44-3 benzimidazole 
• 698-26-0 5-chloro-1H-indazole 
• 7788-69-4 1-phenyl-1H-indazole 
• 98083-43-3 1-Acetyl-5-chlorindazol 

Relevant academic research and scientific papers

Synthesis of indazoles from 2-formylphenylboronic acids

A method for the synthesis of indazoles was developed which involves a copper(ii) acetate catalysed reaction of 2-formylboronic acids with diazadicaboxylates followed by acid or base induced ring closure. Hydrazine dicarboxylates were also shown as competent reaction partners for the synthesis of indazoles, however, they required a stoichiometric amount of copper(ii) acetate for the C-N bond formation step. The transformation can be efficiently performed as a two step-one pot procedure to give a range of 1N-alkoxycarbonyl indazoles.

Selective N1-Acylation of Indazoles with Acid Anhydrides Using an Electrochemical Approach

An electrochemical synthesis method for the selective N1-acylation of indazoles has been developed. This "anion pool" approach electrochemically reduces indazole molecules generating indazole anions and H2. Acid anhydrides are then introduced to the solution resulting in selective acylation of the N1-position of the indazoles. This procedure can also be applied to the acylation of benzimidazoles and indoles. The reaction can also be performed using a 9 V battery without loss of reaction efficiency.

Copper-catalyzed C–N cross-coupling of arylboronic acids with N-acylpyrazoles

A copper-catalyzed C–N bond forming reaction of arylboronic acids and N-acylpyrazoles was developed. This procedure used N-acetyl protected pyrazoles as starting material instead of free pyrazoles (NH). The reaction worked under neutral conditions and did not require any base or ligand. The reaction showed good functional group tolerance.

Conjugate base catalysed one-pot synthesis of pyrazoles from β-formyl enamides

A novel one-pot synthesis of pyrazoles has been accomplished by the reaction of β-formyl enamides with hydroxylamine hydrochloride catalysed by potassium dihydrogenphosphate in acid medium.

Aromatic Diazonium Salts, X. - A One-Pot Procedure for the Jacobson Synthesis of Indazole

Procedures are described for a one-pot synthesis of 1H-indazole and substituted indazoles 3 in good yield (Table 1) from o-toluidines 2, alkyl nitrite or nitrous oxides, potassium acetate, and acetic anhydride in benzene.The spectroscopic properties of substituted indazoles (Tables 2-4) are discussed. - 4-Phenylcinnoline (18) is prepared by the same procedure from o-(α-methylenebenzyl)aniline.