1H-Indazol-3-ol, 1-phenyl-

Base Information

• Chemical Name: 1H-Indazol-3-ol, 1-phenyl-
• CAS No.: 28561-80-0
• Molecular Formula: C13H10 N2 O
• Molecular Weight: 210.235
• Hs Code.: 2933990090
• NSC Number: 34820
• DSSTox Substance ID: DTXSID60284006
• Nikkaji Number: J101.836A
• Wikidata: Q82018789
• ChEMBL ID: CHEMBL274403
• Mol file: 28561-80-0.mol

Synonyms:28561-80-0;1H-Indazol-3-ol, 1-phenyl-;1-phenyl-2H-indazol-3-one;1-PHENYL-1H-INDAZOL-3(2H)-ONE;1-phenyl-1H-indazol-3-ol;CHEMBL274403;NSC34820;1-phenylindazol-3-ol;3H-Indazol-3-one, 1,2-dihydro-1-phenyl-;SCHEMBL3161095;SCHEMBL10969803;DTXSID60284006;MTYIBGCJCVRBMH-UHFFFAOYSA-N;BDBM50406479;NSC-34820;3H-Indazol-3-one,2-dihydro-1-phenyl-;1-phenyl-2,3-dihydro-1H-indazol-3-one;1-Phenyl-1,2-dihydro-3H-indazol-3-one #;FT-0763702

Chemical Property of 1H-Indazol-3-ol, 1-phenyl-

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 37.79000
• Density: 1.264g/cm³
• LogP: 2.31880
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 210.079312947
• Heavy Atom Count: 16
• Complexity: 273

Purity/Quality:

99%min ^*data from raw suppliers

1-PHENYL-1H-INDAZOL-3(2H)-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C3=CC=CC=C3C(=O)N2

Technology Process of 1H-Indazol-3-ol, 1-phenyl-

There total 25 articles about 1H-Indazol-3-ol, 1-phenyl- 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: 99.0%

2-chlorobenzoic acid N'-phenylhydrazide (7598-88-1) → 1-phenyl-1,2-dihydro-3H-indazol-3-one (28561-80-0)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 2h; Sealed tube; Inert atmosphere; Reflux;

DOI:10.1055/s-0035-1562430

Reference yield: 91.0%

2-iodo-N'-phenylbenzohydrazide (79271-24-2) → 1-phenyl-1,2-dihydro-3H-indazol-3-one (28561-80-0)

Guidance literature:

With copper(l) iodide; potassium carbonate; L-proline; In dimethyl sulfoxide; at 70 ℃; for 3h; Inert atmosphere;

DOI:10.1055/S-2008-1077973

Reference yield: 83.0%

2-bromobenzoic acid methyl ester (610-94-6) + N-benzoyl-N'-phenylhydrazine (532-96-7) → 3-hydroxy-1-phenyl-1H-indazole (28561-80-0)

Guidance literature:

2-bromobenzoic acid methyl ester; N-benzoyl-N'-phenylhydrazine; With copper(l) iodide; potassium carbonate; 4-hydroxyproline; In 1,4-dioxane; at 125 ℃; for 30h; Inert atmosphere;

With acetic acid; In 1,4-dioxane; at 60 ℃; for 8h; regioselective reaction;

DOI:10.1021/ol300847v

upstream raw materials:

N-benzoyl-N'-phenylhydrazine

2-bromo-N'-phenylbenzohydrazide

2-iodo-N'-phenylbenzohydrazide

2-chlorobenzoic acid N'-phenylhydrazide

Refernces

• 1、 -. "Method for synthesis of indazolone compound". Paragraph 0019-0027. . Retrieved 2017/09/01.
• 2、 Wang, Wei-Juan,Chen, Jia-Hua,Chen, Zi-Cong,Zeng, Yu-Feng,Zhang, Xue-Jing,Yan, Ming,Chan, Albert S. C.. "A Convenient Synthesis of 1-Aryl- A nd 2-Aryl-Substituted Indazolones via Intramolecular C-N Coupling Promoted by KO t-Bu". . p. 3551 - 3558. Retrieved 2016/10/18.