IMIDAZOL-1-YL-ACETONITRILE

Base Information

• Chemical Name: IMIDAZOL-1-YL-ACETONITRILE
• CAS No.: 98873-55-3
• Molecular Formula: C5H5N3
• Molecular Weight: 107.115
• Hs Code.: 2933290090
• Mol file: 98873-55-3.mol

Synonyms:1-Imidazolylacetonitrile;

Chemical Property of IMIDAZOL-1-YL-ACETONITRILE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 54.0 to 58.0 °C
• Refractive Index: 1.577
• Boiling Point: 329.691 °C at 760 mmHg
• PKA: 5.63±0.10(Predicted)
• Flash Point: 153.192 °C
• PSA: 41.61000
• Density: 1.111 g/cm³
• LogP: 0.40668
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

98% ^*data from raw suppliers

2-(1H-Imidazol-1-yl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Uses: 2-(1H-Imidazol-1-yl)acetonitrile is a reactant that has been used in the synthesis of lanoconazole (L174500), an antifungal.

Technology Process of IMIDAZOL-1-YL-ACETONITRILE

There total 4 articles about IMIDAZOL-1-YL-ACETONITRILE 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: 87.0%

1H-imidazole (288-32-4) + acetonitrile (75-05-8,26809-02-9) → 1-cyanomethylimidazole (98873-55-3)

Guidance literature:

With 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; sodium hydride; at 50 ℃;

DOI:10.1039/c5ra02242h

Reference yield: 70.0%

1H-imidazole (288-32-4) + cyanomethyl bromide (590-17-0) → 1-cyanomethylimidazole (98873-55-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 6h;

DOI:10.1016/j.bmc.2005.12.043

Reference yield: 62.0%

1H-imidazole (288-32-4) + chloroacetonitrile (107-14-2) → 1-cyanomethylimidazole (98873-55-3)

Guidance literature:

1H-imidazole; With sodium sulfate; sodium hydroxide; In acetonitrile; at -5 - 5 ℃; for 0.166667h;

chloroacetonitrile; In acetonitrile; for 0.166667h;

upstream raw materials:

1H-imidazole

chloroacetonitrile

cyanomethyl bromide

acetonitrile

Downstream raw materials:

Methyl 5-(benzyl[cyano]methyl)-3tetrahydropyranyl-imidazole-4-carboxylate

methyl 5-(cyano[2-(1-naphthyl)ethyl]methyl)-3-tetrahydropyranyl-imidazole-4-carboxylate

2-(1-imidazolyl)-2-[4-(2,4-dichloro-phenyl)-1,3-dithiolan-2-ylidene]acetonitrile

lanoconazole

Refernces

• 1、 -. "Preparation method of azole antifungal drug". Paragraph 0080-0083. . Retrieved 2020/11/26.
• 2、 Fonseca, Thiago de S.,Lima, Lara D.,de Oliveira, Maria da C. F.,de Lemos, Telma L. G.,Zampieri, Davila,Molinari, Francesco,de Mattos, Marcos C.. "Chemoenzymatic Synthesis of Luliconazole Mediated by Lipases". . p. 2110 - 2116. Retrieved 2018/05/31.