1H-indazole-3-carbonitrile

Base Information

• Chemical Name: 1H-indazole-3-carbonitrile
• CAS No.: 50264-88-5
• Molecular Formula: C8H5N3
• Molecular Weight: 143.148
• Hs Code.: 2933990090
• European Community (EC) Number: 829-947-5
• NSC Number: 520611
• DSSTox Substance ID: DTXSID40331340
• Nikkaji Number: J1.376.470K
• Wikidata: Q72482792
• Mol file: 50264-88-5.mol

Synonyms:1H-indazole-3-carbonitrile;50264-88-5;3-Cyano-1H-indazole;MFCD01860240;3-Cyanoindazole;cyanoindazole;NSC520611;3-cyano-2h-indazole;INDAZOLE-3-CARBONITRILE;SCHEMBL1290531;SCHEMBL9388105;DTXSID40331340;AMY29117;AKOS006279347;NSC 520611;NSC-520611;AC-27141;SY032791;A7453;CS-0005527;FT-0604107;EN300-134057;(2R,3R)-PIPERAZINE-2,3-DICARBOXYLICACID;J-504680;Z1198158918

Chemical Property of 1H-indazole-3-carbonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.685
• Boiling Point: 370.312 °C at 760 mmHg
• PKA: 10.87±0.40(Predicted)
• Flash Point: 126.669 °C
• PSA: 52.47000
• Density: 1.34 g/cm³
• LogP: 1.43458
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 143.048347172
• Heavy Atom Count: 11
• Complexity: 193

Purity/Quality:

98%,99%, ^*data from raw suppliers

1H-Indazole-3-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=NN2)C#N

Technology Process of 1H-indazole-3-carbonitrile

There total 10 articles about 1H-indazole-3-carbonitrile 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: 92.0%

potassiumhexacyanoferrate(II) trihydrate + 3-chloroindazole (29110-74-5) → indazole-3-carbonitrile (50264-88-5)

Guidance literature:

With C₄₂H₅₈NO₃PPdS^(2-); potassium acetate; tert-butyl XPhos; In 1,4-dioxane; water; at 100 ℃; for 1h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201304188

Reference yield: 71.0%

C8H7N3O → indazole-3-carbonitrile (50264-88-5)

Guidance literature:

With ammonium thiocyanate; fluorescein sodium salt; In acetonitrile; at 20 ℃; for 10h; Irradiation;

DOI:10.1039/c9cc05354a

Reference yield: 65.0%

zinc(II) cyanide (557-21-1) + 3-iodoindazole (66607-27-0) → indazole-3-carbonitrile (50264-88-5)

Guidance literature:

With C₁₂H₁₀N^(1-)*CH₃O₃S^(1-)*Pd⁽²⁺⁾*C₃₉H₃₂OP₂; In tetrahydrofuran; water; at 55 ℃; for 20h; Micellar solution;

DOI:10.1002/cctc.202001742

upstream raw materials:

2-aminophenylacetonitrile

2-nitro-benzeneacetonitrile

1H-indazole-3-carboxamide

3-chloroindazole

Downstream raw materials:

1-(1H-indazol-3-yl)ethanone

(1H-indazol-3-yl)(phenyl)methanone

1-methyl-1H-indazole-3-carbonitrile

2-methyl-2H-indazole-3-carbonitrile

Refernces

• 1、 Zhang, Wei,Lin, Jin-Hong,Zhang, Pengfei,Xiao, Ji-Chang. "A convenient reagent for the conversion of aldoximes into nitriles and isonitriles". supporting information. p. 6221 - 6224. Retrieved 2020/06/29.
• 2、 Ban, Yong-Liang,Dai, Jian-Ling,Jin, Xiao-Ling,Zhang, Qing-Bao,Liu, Qiang. "Thiocyanate radical mediated dehydration of aldoximes with visible light and air". supporting information. p. 9701 - 9704. Retrieved 2019/08/15.