4-(5-Hydroxymethylimidazol-1-ylmethyl)benzonitrile

Base Information

• Chemical Name: 4-(5-Hydroxymethylimidazol-1-ylmethyl)benzonitrile
• CAS No.: 183500-36-9
• Molecular Formula: C12H11 N3 O
• Molecular Weight: 213.239
• DSSTox Substance ID: DTXSID40436662
• Wikidata: Q82251943
• Pharos Ligand ID: P1S5FPQL2P58
• ChEMBL ID: CHEMBL599601
• Mol file: 183500-36-9.mol

Synonyms:183500-36-9;4-(5-HYDROXYMETHYLIMIDAZOL-1-YLMETHYL)BENZONITRILE;4-[[5-(hydroxymethyl)imidazol-1-yl]methyl]benzonitrile;CHEMBL599601;1-(4-cyanobenzyl)-5-hydroxymethylimidazole;1-(4-Cyanobenzyl)-5-hydroxymethyl-1H-imidazole;D08ORG;SCHEMBL3630524;DTXSID40436662;ACFSBQWDVYWNRT-UHFFFAOYSA-N;BDBM50307240;PD178982;1-(4-Cyanobenzyl)-5-Hydroxymethyl-imidazole;1-(4-Cyanobenzyl)-5-(hydroxymethyl)imidazole;1-(4-cyanobenzyl)-5-(hydroxymethyl) imidazole;1-(4-cyanobenzyl)-5-(hydroxymethyl)-imidazole;3-(4-cyanobenzyl)-3H-imidazol-4-ylmethyl alcohol;4-{[5-(Hydroxymethyl)-1H-imidazol-1-yl]methyl}benzonitrile

Chemical Property of 4-(5-Hydroxymethylimidazol-1-ylmethyl)benzonitrile

Chemical Property:

• PSA: 61.84000
• LogP: 1.29538
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 213.090211983
• Heavy Atom Count: 16
• Complexity: 265

Purity/Quality:

96% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CN2C=NC=C2CO)C#N

Technology Process of 4-(5-Hydroxymethylimidazol-1-ylmethyl)benzonitrile

There total 11 articles about 4-(5-Hydroxymethylimidazol-1-ylmethyl)benzonitrile 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%

[3-(4-cyanobenzyl)-3H-imidazol-4-yl]methyl acetate (198648-98-5) → 4-(5-hydroxymethyl-imidazol-1-ylmethyl)-benzonitrile (183500-36-9)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃;

DOI:10.1021/jm030502y

Reference yield: 84.0%

1-(4-cyanobenzyl)-2-mercapto-5-hydroxymethylimidazole (252882-62-5) → 4-(5-hydroxymethyl-imidazol-1-ylmethyl)-benzonitrile (183500-36-9)

Guidance literature:

With dihydrogen peroxide; acetic acid; In water; at 35 - 45 ℃; Further Variations:; Reagents; Temperatures; Product distribution; caution exothermic;

DOI:10.1002/jhet.5570400206

Reference yield: 82.0%

4-(5-acetoxymethylimidazol-1-ylmethyl)benzonitrile hydrobromide → 4-(5-hydroxymethyl-imidazol-1-ylmethyl)-benzonitrile (183500-36-9)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water;

upstream raw materials:

1-(4-cyanobenzyl)-2-mercapto-5-hydroxymethylimidazole

[3-(4-cyanobenzyl)-3H-imidazol-4-yl]methyl acetate

4-cyanobenzyl bromide

4-aminobenzyl cyanide

Downstream raw materials:

4-[(5-formyl-1H-imidazol-1-yl)methyl]benzonitrile