58413-04-0

Basic information

• Product Name: 4,5,6,7-tetrahydro-3-(4-methoxyphenyl)-1H-indazole
• Synonyms: 4,5,6,7-tetrahydro-3-(4-methoxyphenyl)-1H-indazole;EINECS 261-241-7;3-(4-Methoxyphenyl)-4,5,6,7-tetrahydro-1H-indazole
• CAS NO: 58413-04-0
• Molecular Formula: C₁₄H₁₆N₂O
• Molecular Weight: 228.28964
• EINECS: 261-241-7
• Mol File: 58413-04-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 461.5°Cat760mmHg
• Flash Point: 165.2°C
• Appearance: /
• Density: 1.158g/cm³
• Vapor Pressure: 2.95E-08mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: 4,5,6,7-tetrahydro-3-(4-methoxyphenyl)-1H-indazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5,6,7-tetrahydro-3-(4-methoxyphenyl)-1H-indazole(58413-04-0)
• EPA Substance Registry System: 4,5,6,7-tetrahydro-3-(4-methoxyphenyl)-1H-indazole(58413-04-0)

Safety Data

• Hazardous Substances Data: 58413-04-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H16N2O/c1-17-11-8-6-10(7-9-11)14-12-4-2-3-5-13(12)15-16-14/h6-9H,2-5H2,1H3,(H,15,16)

Upstream product

• 4974-50-9 N-(2'-cyano-1'-oxoethyl)-1H-cyclohexanone hydrazone 
• 123-11-5 4-methoxy-benzaldehyde 
• 108-94-1 cyclohexanone 
• 100-07-2 4-methoxy-benzoyl chloride 

Relevant articles and documents

An Efficient Synthesis of Substituted Pyrazoles from One-Pot Reaction of Ketones, Aldehydes, and Hydrazine Monohydrochloride

An efficient, one-pot and metal-free process for the preparation of 3,5-disubstituted and 3,4,5-trisubstituted pyrazoles on multi-gram scale was developed. One-pot condensation of ketones, aldehydes and hydrazine monohydrochloride readily formed pyrazoline intermediates under mild conditions. Oxidation of pyrazolines, in situ, employing bromine afforded a wide variety of pyrazoles. The methodology offers a fast, and often chromatography-free protocol for the synthesis of 3,4,5-substituted pyrazoles in good to excellent yields. Alternatively, a more benign oxidation protocol affords 3,5-disubstituted or 3,4,5-trisubstituted pyrazoles by simply heating pyrazolines in DMSO under oxygen.

Utility of cyano acid hydrazide in heterocyclic chemistry: A new route for the synthesis of new 1,2,4-triazolo[1,5-a]pyridines and 1,2,4-triazolo[1,5-a]isoquinolines

Cyano acid hydrazide 1 was condensed with cyclohexanone in refluxing ethanolic piperidine to yield the hydrazone 4. Compound 4 reacts with arylidines 5a-i to yield the 1,2,4-triazolo[1,5-a]pyridines 7a-i. Compound 4 also reacts with mixtures of aliphatic aldehydes and different active methylene reagents to yield 1,2,4-triazolo[1,5-a]pyridines 8a-d. Similarly reaction of 4 with arylazomalononitrile to yield the triazolopyridines 10a-d. Reaction of 4 with aromatic aldehydes gives 12a-e. Compound 8a reacts with elemental sulfur to yield the thieno-1,2,4-triazolopyridine 13. This underwent cycloaddition with acrylonitrile, ω-nitrostyrene, chalcone, N-phenylmalemide, dimethylacetylenedicarboxylate and tetracyanoethylene yielding the isoquinolines 15-18. All new compounds have been characterized by their IR, 1H NMR and mass spectra.