2-phenyl-2H-indazole

Base Information

• Chemical Name: 2-phenyl-2H-indazole
• CAS No.: 3682-71-1
• Molecular Formula: C13H10N2
• Molecular Weight: 194.236
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90474796
• Nikkaji Number: J596.332J
• Wikidata: Q82304918
• Mol file: 3682-71-1.mol

Synonyms:2-phenyl-2H-indazole;2-phenylindazole;3682-71-1;2H-Indazole, 2-phenyl-;2H-Indazole,2-pheny;SCHEMBL2979520;AML0001;DTXSID90474796;MFCD00159913;AKOS003670258;CS-0200146;A913517;InChI=1/C13H10N2/c1-2-7-12(8-3-1)15-10-11-6-4-5-9-13(11)14-15/h1-10

Chemical Property of 2-phenyl-2H-indazole

Chemical Property:

• Melting Point: 81-82 °C
• Boiling Point: 178-182 °C(Press: 6 Torr)
• PKA: 0.16±0.30(Predicted)
• PSA: 17.82000
• Density: 1.13±0.1 g/cm3(Predicted)
• LogP: 3.02550
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 194.084398327
• Heavy Atom Count: 15
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

2-Phenyl-2H-indazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C=C3C=CC=CC3=N2

Technology Process of 2-phenyl-2H-indazole

There total 76 articles about 2-phenyl-2H-indazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

N-[(2-methylphenyl)imino]benzenimine oxide (34810-71-4) → 2-phenyl-2H-indazole (3682-71-1)

Guidance literature:

With potassium methanolate; In N,N-dimethyl-formamide; at 90 ℃; for 8h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; Schlenk technique;

DOI:10.1039/d0cc05862a

Reference yield: 98.0%

aniline (62-53-3) + ortho-bromobenzaldehyde (6630-33-7) → 2-phenyl-2H-indazole (3682-71-1)

Guidance literature:

With copper(l) iodide; sodium azide; N,N,N,N,-tetramethylethylenediamine; In dimethyl sulfoxide; at 120 ℃; for 12h;

DOI:10.1021/ol201409j

Reference yield: 98.0%

2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) + 3-phenylsydnone (508191-77-3) → 2-phenyl-2H-indazole (3682-71-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 12h; Sealed flask;

DOI:10.1021/ol100586r

upstream raw materials:

N-(2-nitrobenzyl)aniline

N-(2-Phenylaminomethyl-phenyl)-hydroxylamine

(E)-2-(phenyldiazenyl)phenylmethanol

2-phenyl-4,5,6,7-tetrahydro-2H-indazole

Downstream raw materials:

7-nitro-2-phenyl-2H-indazole

1-methyl-2-phenyl-1H-indazole-3(2H)-thione

phenyl-(2-phenyl-2H-indazol-3-yl)methanone

1-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)propan-2-one

Refernces

• 1、 Varughese, Deepu John,Manhas, Maghar S.,Bose, Ajay K.. "Microwave enhanced greener synthesis of indazoles via nitrenes". . p. 6795 - 6797. Retrieved 2006.
• 2、 Akazome,Kondo,Watanabe. "Palladium complex-catalysed reductive N-heterocyclization of N-(2-nitrobenzylidene)amines into 2H-indazole derivatives". . p. 1466 - 1467. Retrieved 1991.
• 3、 Bhat, Vighneshwar Shridhar,Lee, Anna. "Direct C3 Carbamoylation of 2H-Indazoles". supporting information. p. 3382 - 3385. Retrieved 2021/06/28.
• 4、 Maiti, Debabrata,Mahanty, Kingshuk,De Sarkar, Suman. "Manganese-Catalyzed Electrochemical Tandem Azidation-Coarctate Reaction: Easy Access to 2-Azo-benzonitriles". . p. 1742 - 1747. Retrieved 2021/04/05.