2-(Cyanomethyl)benzimidazole

Base Information

• Chemical Name: 2-(Cyanomethyl)benzimidazole
• CAS No.: 4414-88-4
• Deprecated CAS: 77772-12-4
• Molecular Formula: C9H7 N3
• Molecular Weight: 157.175
• Hs Code.: 29332900
• European Community (EC) Number: 224-574-9
• NSC Number: 525203
• UNII: 0AN9A7OY6F
• DSSTox Substance ID: DTXSID5063445
• Nikkaji Number: J26.638H
• Wikidata: Q72458497
• Mol file: 4414-88-4.mol

Synonyms:2-Benzimidazoleacetonitrile(6CI,7CI,8CI); (1H-Benzimidazol-2-yl)acetonitrile;(2-Benzimidazolyl)acetonitrile; 1-H-Benzoimidazol-2-yl-acetonitrile;2-(Cyanomethyl)benzimidazol; 2-(Cyanomethyl)benzimidazole;2-(Cyanomethyl)benzoimidazole; 2-Benzimidazolacetonitrile;2-Cyanomethylbenz[d]imidazole; NSC 525203

Chemical Property of 2-(Cyanomethyl)benzimidazole

Chemical Property:

• Appearance/Colour: yellowish powder
• Vapor Pressure: 6.36E-08mmHg at 25°C
• Melting Point: 210-215 ºC
• Refractive Index: 1.5330 (estimate)
• Boiling Point: 439.5 ºC at 760 mmHg
• PKA: 11.01±0.10(Predicted)
• Flash Point: 142.5 ºC
• PSA: 52.47000
• Density: 1.295 g/cm³
• LogP: 1.62898
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 157.063997236
• Heavy Atom Count: 12
• Complexity: 205

Purity/Quality:

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

2-(Cyanomethyl)benzimidazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=N2)CC#N
• Uses: 2-Benzimidazoleacetonitrile, is used as a pharmaceutical intermediate. It is also used as an intermediate in organic synthesis.

Technology Process of 2-(Cyanomethyl)benzimidazole

There total 11 articles about 2-(Cyanomethyl)benzimidazole 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: 96.0%

ethyl 2-cyanoacetate (105-56-6) + 1,2-diamino-benzene (95-54-5) → 1H-benzimidazol-2-acetonitrile (4414-88-4)

Guidance literature:

at 120 ℃; for 0.5h;

DOI:10.1248/cpb.c17-00922

Reference yield: 96.0%

N-(2-aminophenyl)-2-cyanoacetamide → 1H-benzimidazol-2-acetonitrile (4414-88-4)

Guidance literature:

for 0.25h; Heating;

DOI:10.1002/jccs.202000418

Reference yield: 87.0%

2-(1H-1,3-benzimidazol-2-yl)-2-(tetrahydro-2-furanyliden)acetonitrile (1262791-57-0) → 1H-benzimidazol-2-acetonitrile (4414-88-4)

Guidance literature:

With pyrrolidine; In isopropyl alcohol; Heating;

DOI:10.1007/s10593-010-0604-0

upstream raw materials:

ethyl 2-cyanoacetate

1,2-diamino-benzene

[1-(1-Ethoxy-ethyl)-1H-benzoimidazol-2-yl]-acetonitrile

cyanoacetic acid amide

Downstream raw materials:

ethyl (1H-benzimidazol-2-yl)acetate

2-(1H-benzimidazol-2-yl)ethylamine

(1H-benzimidazol-2-yl)acetic acid

2-Furyl-2-cyano-2-(2-benzimidazol)ethylen

Refernces

• 1、 Loennberg, Harri,Kaeppi, Rainer. "MECHANISMS FOR THE SOLVOLYTIC DECOMPOSITIONS OF NUCLEOSIDE ANALOGUES-I. ACIDIC HYDROLYSIS OF 2-SUBSTITUTED 1-(1-ETHOXYETHYL)BENZIMIDAZOLES". . p. 913 - 918. Retrieved 1980.
• 2、 Sayed, Asmaa M.,Saleh, Nashwa M.,El-Gaby, Mohamed S. A.,Abdel-Samad, Mohammad R. K.,Taher, Fatma A.. "Synthesis and in vivo evaluation of novel benzimidazole-sulfonamide hybrids and Lucilia cuprina maggots' excretion/secretion topical gels for wound healing". . p. 1291 - 1301. Retrieved 2021/02/16.
• 3、 -. "Plastic colorant fluorescent red GK and preparation method thereof". Paragraph 0036-0038; 0042-0044; 0048-0050. . Retrieved 2020/12/30.