2-propyl-1H-imidazole-4,5-dicarbonitrile

Base Information

• Chemical Name: 2-propyl-1H-imidazole-4,5-dicarbonitrile
• CAS No.: 51802-42-7
• Molecular Formula: C8H8N4
• Molecular Weight: 160.178
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID50377118
• Nikkaji Number: J1.643.587B
• Wikidata: Q72502861
• Mol file: 51802-42-7.mol

Synonyms:2-propyl-1H-imidazole-4,5-dicarbonitrile;51802-42-7;2-propylimidazole-4,5-dicarbonitrile;2-propyl-4,5-dicyanoimidazole;SCHEMBL6466823;DTXSID50377118;ZPMNPYFFJQWLLV-UHFFFAOYSA-N;BCA80242;MFCD06200951;AKOS005070017;CS-0061476;FT-0680255;2Y-5073;A871177;J-510296

Chemical Property of 2-propyl-1H-imidazole-4,5-dicarbonitrile

Chemical Property:

• Vapor Pressure: 1.45E-09mmHg at 25°C
• Melting Point: 141-143 °C
• Refractive Index: 1.543
• Boiling Point: 485.1 °C at 760 mmHg
• PKA: 5.57±0.10(Predicted)
• Flash Point: 152.5 °C
• PSA: 76.26000
• Density: 1.21 g/cm³
• LogP: 1.10556
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 160.074896272
• Heavy Atom Count: 12
• Complexity: 242

Purity/Quality:

99% ^*data from raw suppliers

2-Propyl-1H-imidazole-4,5-dicarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=NC(=C(N1)C#N)C#N

Technology Process of 2-propyl-1H-imidazole-4,5-dicarbonitrile

There total 5 articles about 2-propyl-1H-imidazole-4,5-dicarbonitrile 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: 98.0%

1,1,1-trimethoxybutane (43083-12-1) + diaminomaleonitrile (1187-42-4) → 2-propylimidazole-4,5-dicarbonitrile (51802-42-7)

Guidance literature:

1,1,1-trimethoxybutane; diaminomaleonitrile; In acetonitrile; for 5h; Reflux; Large scale reaction;

In toluene; Reflux;

DOI:10.1080/00397910802372558

Reference yield: 83.68%

1,1,1-trimethoxybutane (43083-12-1) + 2,3-diaminomaleonitrile (18514-52-8) → 2-propylimidazole-4,5-dicarbonitrile (51802-42-7)

Guidance literature:

In acetonitrile; at 85 ℃; for 15h; Temperature; Reflux;

Reference yield: 27.0%

N-((Z)-2-amino-1,2-dicyanoethenyl)butyramide (761441-46-7) → 2-propylimidazole-4,5-dicarbonitrile (51802-42-7)

Guidance literature:

With trifluoroacetic acid; In 1,4-dioxane; for 8h; Heating;

upstream raw materials:

1,1,1-trimethoxybutane

diaminomaleonitrile

N-((Z)-2-amino-1,2-dicyanoethenyl)butyramide

2,3-diaminomaleonitrile

Downstream raw materials:

2-propyl-1-tritylimidazole-4,5-dicarbonitrile

2-butyl-1-tritylimidazole-4,5-dicarbonitrile

(5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2′-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate

5-(1-Hydroxy-1-methyl-ethyl)-2-propyl-3-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazole-4-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

Refernces

• 1、 Babu, Karrothu Srihari,Reddy, Mallepalli Srinivasa,Tagore, Amirisetty Ravindranath,Reddy, Gade Srinivas,Sebastian, Sony,Varma, Mudunuru Satish,Venkateswarlu, Gandu,Bhattacharya, Apurba,Reddy, Padi Pratap,Anand, Ramasamy Vijaya. "Efficient synthesis of olmesartan medoxomil, an antihypertensive drug". experimental part. p. 291 - 298. Retrieved 2009/05/07.
• 2、 Bukowska,Prejzner,Szczecinski. "Synthesis of 4,5-dicyanoimidazoles". . p. 417 - 422. Retrieved 2007/10/03.