1-(Phenylsulfonyl)-1H-benzotriazole

Base Information

• Chemical Name: 1-(Phenylsulfonyl)-1H-benzotriazole
• CAS No.: 4106-18-7
• Molecular Formula: C12H9N3O2S
• Molecular Weight: 259.288
• Hs Code.: 2933990090
• European Community (EC) Number: 621-872-4
• DSSTox Substance ID: DTXSID90353734
• Nikkaji Number: J573.010D
• Wikidata: Q82131486
• ChEMBL ID: CHEMBL4095965
• Mol file: 4106-18-7.mol

Synonyms:1-(Phenylsulfonyl)-1H-benzotriazole;4106-18-7;1-(benzenesulfonyl)benzotriazole;1-(Phenylsulfonyl)-1H-benzo[d][1,2,3]triazole;CHEMBL4095965;1-(benzenesulfonyl)-1H-1,2,3-benzotriazole;CBChromo1_000098;N-Phenylsulfonylbenzotriazol;CBDivE_009281;SCHEMBL2491809;DTXSID90353734;BDBM50234598;STK093470;AKOS000733950;CCG-277047;1-(Phenylsulfonyl)-1H-benzotriazole, 97%;1-(phenylsulfonyl)-1H-1,2,3-benzotriazole;CS-0357959;A914215;AE-848/32960029;BRD-K70982938-001-02-2

Chemical Property of 1-(Phenylsulfonyl)-1H-benzotriazole

Chemical Property:

• Vapor Pressure: 7.38E-09mmHg at 25°C
• Melting Point: 120-128 °C(lit.)
• Boiling Point: 465.9°C at 760 mmHg
• Flash Point: 235.6°C
• PSA: 73.23000
• Density: 1.43g/cm³
• LogP: 2.74910
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 259.04154771
• Heavy Atom Count: 18
• Complexity: 387

Purity/Quality:

99% ^*data from raw suppliers

1-(Phenylsulfonyl)-1H-benzotriazole 97% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)N2C3=CC=CC=C3N=N2
• Uses: New Benzotriazole Reagents

Technology Process of 1-(Phenylsulfonyl)-1H-benzotriazole

There total 9 articles about 1-(Phenylsulfonyl)-1H-benzotriazole 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%

N-(2-amino-4-chlorophenyl)benzenesulfonamide (43200-31-3) → 1-(phenylsulfonyl)-1H-benzo[d][1,2,3]triazole (4106-18-7)

Guidance literature:

With tert.-butylnitrite; In acetonitrile; at 27 - 29 ℃; for 0.25h;

DOI:10.1039/c8ob01950a

Reference yield: 94.0%

1,2,3-Benzotriazole (95-14-7,27556-51-0) + benzenesulfonyl chloride (98-09-9) → 1-(phenylsulfonyl)-1H-benzo[d][1,2,3]triazole (4106-18-7)

Guidance literature:

With pyridine; In toluene; at 0 - 20 ℃;

DOI:10.1021/acs.joc.0c00552

Reference yield: 81.0%

1,2,3-Benzotriazole (95-14-7,27556-51-0) + N-fluorobis(benzenesulfon)imide (133745-75-2) → 1-(phenylsulfonyl)-1H-benzo[d][1,2,3]triazole (4106-18-7)

Guidance literature:

With sodium hydrogencarbonate; In acetonitrile; at 70 ℃; for 12h;

upstream raw materials:

N-(2-amino-4-chlorophenyl)benzenesulfonamide

benzenesulfonyl chloride

1-(trimethylsilyl)-1H-benzotriazole

N-(2-nitrophenyl)benzenesulfonamide

Downstream raw materials:

2-<(phenylsulfonyl)methyl>pyridine

N-(3-acetylphenyl)benzenesulfonamide

N-phenylbenzenesulfonamide

1-[2-(bromomethyl)-1-(phenylsulfonyl)-1H-indol-3-yl]propan-1-one

Refernces

• 1、 Ceborska, Magdalena,Danyliv, Yan,Grazulevicius, Juozas V.,Hladka, Iryna,Luboradzki, Roman,Potopnyk, Mykhaylo A.,Volyniuk, Dmytro. "Organolithium-Mediated Postfunctionalization of Thiazolo[3,2- c][1,3,5,2]oxadiazaborinine Fluorescent Dyes". . p. 6060 - 6072. Retrieved 2020/05/22.
• 2、 Poeira, Diogo L.,Macara, Jo?o,Faustino, Hélio,Coelho, Jaime A. S.,Gois, Pedro M. P.,Marques, M. Manuel B.. "Hypervalent Iodine Mediated Sulfonamide Synthesis". supporting information. p. 2695 - 2701. Retrieved 2019/04/08.