4-Nitrobenzyl 1H-benzo[d][1,2,3]triazole-1-carboxylate

Base Information

• Chemical Name: 4-Nitrobenzyl 1H-benzo[d][1,2,3]triazole-1-carboxylate
• CAS No.: 86832-06-6
• Molecular Formula: C14H10N4O4
• Molecular Weight: 298.258
• European Community (EC) Number: 807-104-2
• Mol file: 86832-06-6.mol

Synonyms:86832-06-6;4-Nitrobenzyl 1H-benzo[d][1,2,3]triazole-1-carboxylate;1-(4-Nitrobenzyloxycarbonyl)benzotriazole;(4-nitrophenyl)methyl benzotriazole-1-carboxylate;1-{[(p-nitrobenzyl)oxy]carbonyl}-1H-benzotriazole;SCHEMBL3018353;Nitrobenzyloxycarbonyl)benzotriazole;AMY37893;MFCD30536243;AKOS030524149;DS-19605;DB-161469;CS-0161912;D83755;4-Nitrobenzyl1H-benzo[d][1,2,3]triazole-1-carboxylate;(4-nitrophenyl)methyl 1H-1,2,3-benzotriazole-1-carboxylate

Chemical Property of 4-Nitrobenzyl 1H-benzo[d][1,2,3]triazole-1-carboxylate

Chemical Property:

• Melting Point: 160-162 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 518.4±52.0 °C(Predicted)
• PKA: -0.68±0.30(Predicted)
• PSA: 102.83000
• Density: 1.47±0.1 g/cm3(Predicted)
• LogP: 3.04760
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 298.07020481
• Heavy Atom Count: 22
• Complexity: 420

Purity/Quality:

99% ^*data from raw suppliers

4-Nitrobenzyl1H-benzo[d][1,2,3]triazole-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=NN2C(=O)OCC3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of 4-Nitrobenzyl 1H-benzo[d][1,2,3]triazole-1-carboxylate

There total 2 articles about 4-Nitrobenzyl 1H-benzo[d][1,2,3]triazole-1-carboxylate 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: 59.0%

1,2,3-Benzotriazole (95-14-7,27556-51-0) + 4-nitrobenzyl chloroformate (4457-32-3) → 1-{[(p-nitrobenzyl)oxy]carbonyl}-1H-benzotriazole (86832-06-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/jo8004843

Reference yield:

4-nitrobenzyl chloroformate (4457-32-3) → 1-{[(p-nitrobenzyl)oxy]carbonyl}-1H-benzotriazole (86832-06-6)

Guidance literature:

With benzotriazol-1-ol;

Reference yield:

sisomicin (32385-11-8) + 1-{[(p-nitrobenzyl)oxy]carbonyl}-1H-benzotriazole (86832-06-6) → 4-nitrobenzyl (((2S,3R)-3-amino-2-(((1R,2S,3S,4R,6S)-4,6-diamino-3-(((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3,4-dihydro-2H-pyran-6-yl)methyl)carbamate (1154758-54-9)

Guidance literature:

In methanol; dichloromethane; at 15 ℃; for 3.5h; Time;

upstream raw materials:

4-nitrobenzyl chloroformate

1,2,3-Benzotriazole

Downstream raw materials:

4-nitrobenzyl (((2S,3R)-3-amino-2-(((1R,2S,3S,4R,6S)-4,6-diamino-3-(((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3,4-dihydro-2H-pyran-6-yl)methyl)carbamate

Refernces

• 1、 -. "CINNAMOYL INHIBITORS OF TRANSGLUTAMINASE". Page/Page column 71. . Retrieved 2009/01/20.