1-(Mesitylsulfonyl)-3-nitro-1h-1,2,4-triazole

Base Information

• Chemical Name: 1-(Mesitylsulfonyl)-3-nitro-1h-1,2,4-triazole
• CAS No.: 74257-00-4
• Molecular Formula: C11H12N4O4S
• Molecular Weight: 296.307
• Hs Code.: 29350090
• European Community (EC) Number: 628-107-3
• DSSTox Substance ID: DTXSID00352036
• Nikkaji Number: J267.434C
• Wikidata: Q72488790
• Mol file: 74257-00-4.mol

Synonyms:74257-00-4;1-(mesitylsulfonyl)-3-nitro-1h-1,2,4-triazole;1-(mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole;MSNT;1-(mesitylene-2-sulfonyl)-3-nitro-1h-1,2,4-triazole;3-nitro-1-(2,4,6-trimethylphenyl)sulfonyl-1,2,4-triazole;MFCD00009754;1-(2-Mesitylenesulfonyl)-3-nitro-1H-1,2,4-triazole;1H-1,2,4-Triazole, 3-nitro-1-[(2,4,6-trimethylphenyl)sulfonyl]-;3-nitro-1-(2,4,6-trimethylbenzenesulfonyl)-1H-1,2,4-triazole;Oprea1_756023;SCHEMBL216889;DTXSID00352036;SFYDWLYPIXHPML-UHFFFAOYSA-N;1-(2,4,6-Trimethylphenylsulfonyl)-3-nitro-1,2,4-triazole;(2,4,6-Trimethylphenyl)-(3-nitro-1,2,4-triazol-1-yl) sulfone;3-nitro-1-[(2,4,6-trimethylphenyl)sulfonyl]-1,2,4-triazole;AKOS015897342;CS-W012155;DS-2346;AC-24879;SY019061;FT-0605549;FT-0605834;FT-0605835;1-mesitylenesulfonyl-3-nitro-1,2,4-triazole;F14905;A838076;1-(Mesitylene-2-sulfonyl-3-nitro-1,2,4-triazole;1-(mesitylenesulfonyl)-3-nitro-1H-1,2,4-triazole;W-200562;1-(Mesitylene-2-sulfonyl)-3-nitro-[1,2,4]TRIAZOLE;MSNT1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,-triazole;1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole(MSNT);1-(2-Mesitylenesulfonyl)-3-nitro-1H-1,2,4-triazole, 98%;3-Nitro-1-(2,4,6-trimethylbenzene-1-sulfonyl)-1H-1,2,4-triazole;(2,4,6-Trimethylphenyl)-(3-nitro-1,2,4-triazol-1-yl) sulfone, MSNT;1-(2-Mesitylenesulfonyl)-3-nitro-1H-1,2,4-triazole, vial of 1.78 g (6 mmol);1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole

Chemical Property of 1-(Mesitylsulfonyl)-3-nitro-1h-1,2,4-triazole

Chemical Property:

• Appearance/Colour: light yellow solid
• Vapor Pressure: 1.86E-11mmHg at 25°C
• Melting Point: 134-139 °C(lit.)
• Refractive Index: 1.668
• Boiling Point: 533.4 °C at 760 mmHg
• PKA: -5.80±0.50(Predicted)
• Flash Point: 276.4 °C
• PSA: 119.05000
• Density: 1.51 g/cm³
• LogP: 2.95250
• Storage Temp.: −20°C
• Solubility.: Soluble in Chloroform.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 296.05792605
• Heavy Atom Count: 20
• Complexity: 460

Purity/Quality:

99% ^*data from raw suppliers

1-(2-Mesitylenesulfonyl)-3-nitro-1H-1,2,4-triazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)S(=O)(=O)N2C=NC(=N2)[N+](=O)[O-])C
• Uses: This reagent was originally used as a coupling reagent in phosphotriester oligonucleotide synthesis An efficient coupling reagent in oligonucleotide synthesis by the phosphotriesters approach

Technology Process of 1-(Mesitylsulfonyl)-3-nitro-1h-1,2,4-triazole

There total 1 articles about 1-(Mesitylsulfonyl)-3-nitro-1h-1,2,4-triazole 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: 48.0%

2-mesitylenesulphonyl chloride (773-64-8) + 3-nitro-1,2,4-triazole (24807-55-4) → 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole (74257-00-4)

Guidance literature:

With triethylamine; In 1,4-dioxane; for 1.5h; Cooling with ice;

DOI:10.1080/00304948.2014.903145

Reference yield: 92.0%

1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole (74257-00-4) + Acetic acid {acetoxymethyl-[3-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propyl]-methyl-silanyl}-methyl ester (191086-82-5) → Acetic acid (acetoxymethyl-methyl-{3-[4-(3-nitro-[1,2,4]triazol-1-yl)-2-oxo-2H-pyrimidin-1-yl]-propyl}-silanyl)-methyl ester (191086-84-7)

Guidance literature:

With diphenyl hydrogen phosphate; In pyridine; for 72h; Ambient temperature;

DOI:10.1021/jo962165p

Reference yield: 86.0%

N1,N1-diisopropyl-N2-(4-methylbenzene-1-sulfonyl)-3-(2,4-dioxo-3,4-dihydropyrimidine-1(2H)-yl)propanamidine + 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole (74257-00-4) → N1,N1-diisopropyl-N2-(4-metylbenzenesulfonyl)-3-(4-(3-nitro-1h-1,2,4-triazole-1-yl)-2-oxo-3,4-dihydropyrimidine-1(2H)-yl)propionamidine

Guidance literature:

With pyridine; diphenyl hydrogen phosphate; at 25 ℃; for 48h; Inert atmosphere;

DOI:10.5562/cca3273

upstream raw materials:

2-mesitylenesulphonyl chloride

3-nitro-1,2,4-triazole

Downstream raw materials:

C₄₀H₂₉N₉O₁₀

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[2-benzoylamino-6-(3-nitro-[1,2,4]triazol-1-yl)-purin-9-yl]-tetrahydro-furan-3-yl ester

Acetic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(2,4,6-trimethyl-benzenesulfonyloxymethyl)-tetrahydro-furan-3-yl ester

1-<<2-<(tert-butyldimethylsilyl)oxy>ethoxy>methyl>-4-(3-nitro-1,2,4-triazol-1-yl)-6-(phenylthio)pyrimidin-2-one

Refernces

• 1、 Devine, Kevin G.,Reese, Colin B.. "HIGHLY REACTIVE CONDENSING AGENTS FOR THE SYNTHESIS OF OLIGONUCLEOTIDES BY THE PHOSPHOTRIESTER APPROACH". . p. 5529 - 5532. Retrieved 2007/10/02.