4-((4H-1,2,4-Triazol-4-yl)methyl)benzonitrile

Base Information

• Chemical Name: 4-((4H-1,2,4-Triazol-4-yl)methyl)benzonitrile
• CAS No.: 112809-27-5
• Molecular Formula: C10H8N4
• Molecular Weight: 184.2
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80567202
• Wikidata: Q82453012
• Mol file: 112809-27-5.mol

Synonyms:112809-27-5;4-(4-Cyanobenzyl)-1,2,4-triazole;4-((4H-1,2,4-Triazol-4-yl)methyl)benzonitrile;4-(1,2,4-TRIAZOL-4-YLMETHYL)BENZONITRILE;Benzonitrile,4-(4H-1,2,4-triazol-4-ylmethyl)-;4-[(4H-1,2,4-Triazol-4-yl)methyl]benzonitrile;SCHEMBL2286797;DTXSID80567202;BCSZNBYWPPFADT-UHFFFAOYSA-N;MFCD07368031;AKOS011552438;AB31568;AC-14538;AS-30001;CS-0339331;4-(4H-1,2,4-triazol-4-ylmethyl)benzonitrile;4-[(1,2,4-triazol-4-yl)methyl]benzonitrile;A894524;4-[1,2,4]TRIAZOL-4-YLMETHYL-BENZONITRILE;J-002844

Chemical Property of 4-((4H-1,2,4-Triazol-4-yl)methyl)benzonitrile

Chemical Property:

• Vapor Pressure: 5.31E-07mmHg at 25°C
• Refractive Index: 1.642
• Boiling Point: 412.1 °C at 760mmHg
• PKA: 2.76±0.10(Predicted)
• Flash Point: 203 °C
• PSA: 54.50000
• Density: 1.19 g/cm³
• LogP: 1.19808
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly, Heated), Methanol (Slightly)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 184.074896272
• Heavy Atom Count: 14
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

4-(4-Cyanobenzyl)-1,2,4-triazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CN2C=NN=C2)C#N
• Uses: 4-(4-Cyanobenzyl)-1,2,4-triazole is an intermediate in the synthesis of Letrozole (L330100), an oral, non-steroidal, aromatase inhibitor generally used to treat breast cancer as a result of hormone re sponse after surgery. 4-(4-Cyanobenzyl)-1,2,4-triazole is an intermediate in the synthesis of Letrozole (L330100), an oral, non-steroidal, aromatase inhibitor generally used to treat breast cancer as a result of hormone response after surgery.

Technology Process of 4-((4H-1,2,4-Triazol-4-yl)methyl)benzonitrile

There total 3 articles about 4-((4H-1,2,4-Triazol-4-yl)methyl)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:

1,2,4-Triazole (288-88-0) + 4-cyanobenzyl bromide (17201-43-3) → 4-[(1-(1,3,4-triazolyl)-methyl)]benzonitrile (112809-27-5) + 4-((1H-1,2,4-triazole-1-yl)methyl)benzonitrile (112809-25-3)

Guidance literature:

With potassium carbonate; potassium iodide; In acetone; at 55 ℃; for 8h; Product distribution / selectivity;

Reference yield:

4-cyanobenzyl bromide (17201-43-3) + potassium-1H-1,2,4-triazol → 4-[(1-(1,3,4-triazolyl)-methyl)]benzonitrile (112809-27-5) + 4-((1H-1,2,4-triazole-1-yl)methyl)benzonitrile (112809-25-3)

Guidance literature:

In N,N-dimethyl-formamide; at -10 - 5 ℃; for 0.5h; Product distribution / selectivity;

Reference yield:

1,2,4-Triazole (288-88-0,63598-71-0) + 4-cyanobenzyl bromide (17201-43-3) → 4-[(1-(1,3,4-triazolyl)-methyl)]benzonitrile (112809-27-5) + 4-((1H-1,2,4-triazole-1-yl)methyl)benzonitrile (112809-25-3)

Guidance literature:

With 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine; In [D₃]acetonitrile; at 20 ℃; for 24h; regioselective reaction;

DOI:10.1021/jacs.9b02786

upstream raw materials:

1,2,4-Triazole

4-cyanobenzyl bromide

1,2,4-Triazole

Downstream raw materials:

4-[α-(4-cyano-phenyl)-1-(1,3,4-triazol-1-yl)-methyl]-benzonitrile

letrozol

4-[1-(1,3,4-triazolyl)methyl]benzonitrile hydrochloride

4-(1H-1,2,4-triazol-1-ylmethyl)benzonitrile hydrochloride

Refernces

• 1、 -. "PURE INTERMEDIATE". Page/Page column 40. . Retrieved 2012/03/26.
• 2、 -. "PROCESS FOR THE PREPARATION OF LETROZOLE". Page/Page column 2; 4; 5; 10-11. . Retrieved 2008/06/13.