3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE

Base Information

• Chemical Name: 3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE
• CAS No.: 89128-08-5
• Molecular Formula: C₇H₈N₄O₂
• Molecular Weight: 180.166
• Mol file: 89128-08-5.mol

Synonyms:NSC 265259

Chemical Property of 3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE

Chemical Property:

• Vapor Pressure: 6.07E-08mmHg at 25°C
• Melting Point: 113-116℃
• Boiling Point: 440.1°C at 760 mmHg
• PKA: 0.84±0.60(Predicted)
• Flash Point: 219.9°C
• PSA: 87.43000
• Density: 1.34g/cm³
• LogP: 1.53658

Purity/Quality:

99% ^*data from raw suppliers

3-(2-Methyl-4-nitro-1H-imidazol-1-yl)propionitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 22-36/37

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE

There total 3 articles about 3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE 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: 90.0%

acrylonitrile (107-13-1,25014-41-9) + 2-methyl-4-nitro-1H-imidazole (696-23-1) → 3-(2-methyl-4-nitro-imidazol-1-yl)propionitrile (89128-08-5)

Guidance literature:

With pyridine; In dimethyl sulfoxide; at 135 - 140 ℃; for 10h; Product distribution; or with various acids or bases in different solvents;

DOI:10.1021/jo00298a070

Reference yield: 88.0%

sodium cyanide (143-33-9,25596-52-5) + 1-(2-hydroxyethyl)-2-methyl-4-nitro-1H-imidazole (705-19-1) → 3-(2-methyl-4-nitro-imidazol-1-yl)propionitrile (89128-08-5)

Guidance literature:

With triethylamine; tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; for 6h; Heating;

DOI:10.1016/j.tetlet.2007.07.091

Reference yield:

3-Chloropropionitrile (542-76-7) + 2-methyl-4-nitro-1H-imidazole (696-23-1) → 3-(2-methyl-4-nitro-imidazol-1-yl)propionitrile (89128-08-5)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; triethylamine; In acetonitrile; Reflux;

DOI:10.1002/jhet.2591

upstream raw materials:

acrylonitrile

2-methyl-4-nitro-1H-imidazole

sodium cyanide

1-(2-hydroxyethyl)-2-methyl-4-nitro-1H-imidazole

Downstream raw materials:

3-(5-Iodo-2-methyl-4-nitro-imidazol-1-yl)-propionitrile

1-(2-cyanoethyl)-2-methyl-4-nitro-5-bromoimidazole

Refernces

• 1、 Soltani Rad, Mohammad Navid,Behrouz, Somayeh,Sadeghi Dehchenari, Vahid,Hoseini, S. Jafar. "Cu/Graphene/Clay Nanohybrid: A Highly Efficient Heterogeneous Nanocatalyst for Synthesis of New 5-Substituted-1H-Tetrazole Derivatives Tethered to Bioactive N-Heterocyclic Cores". . p. 355 - 365. Retrieved 2017/02/03.
• 2、 Rao, A. K. S. Bhujanga,Rao, C. Gundu,Singh, B. B.. "N-Substitution of 2-Methyl-4(5)-nitro-1H-imidazole: A New, High-Yielding Method for Preparation of 4-Nitro Isomers". . p. 3702 - 3704. Retrieved 2007/10/02.