Benzenesulfonamide,N-sulfinyl-

Base Information

• Chemical Name: Benzenesulfonamide,N-sulfinyl-
• CAS No.: 6536-23-8
• Molecular Formula: C6H5NO3S2
• Molecular Weight: 203.243
• Mol file: 6536-23-8.mol

Synonyms:

Chemical Property of Benzenesulfonamide,N-sulfinyl-

Chemical Property:

• Melting Point: 68-70 °C
• Boiling Point: 323.5±25.0 °C(Predicted)
• PSA: 104.04000
• Density: 1.47±0.1 g/cm3(Predicted)
• LogP: 2.71840

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenesulfonamide,N-sulfinyl-

There total 9 articles about Benzenesulfonamide,N-sulfinyl- 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: 94.0%

C13H8F13NO3S2 (136123-52-9) → N-sulfinylbenzenesulfonamide (6536-23-8)

Guidance literature:

In toluene; for 1h; Heating;

Reference yield: 89.0%

benzenesulfonamide (98-10-2) + N-(chlorosulfinyl)imidazole (76541-52-1) → N-sulfinylbenzenesulfonamide (6536-23-8)

Guidance literature:

In dichloromethane; 1.) -40 deg C, 2.) 25 deg C, 1 h;

DOI:10.1016/S0040-4039(00)89260-6

Reference yield: 82.0%

N-sulfinyl trimethylsilanamine (7522-26-1) + benzenesulfonyl chloride (98-09-9) → N-sulfinylbenzenesulfonamide (6536-23-8)

Guidance literature:

With tin(IV) chloride; at 80 - 100 ℃;

upstream raw materials:

benzenesulfonamide

benzenesulfonyl-imidosulfurous acid dichloride

N-(chlorosulfinyl)imidazole

C₁₃H₈F₁₃NO₃S₂

Downstream raw materials:

1,1-dimethyl-2,3-dihydro-1H-silole-3-sulfinic acid benzenesulfonylamide

N-[1,3,3,3-Tetrafluoro-2-trifluoromethyl-prop-(Z)-ylidene]-benzenesulfonamide

1-benzenesulfonylamino-3-methylsulfanyl-1λ⁴-benzo[1,2,4]thiadiazine

1-benzenesulfonylamino-3-(4-chloro-phenyl)-1λ⁴-benzo[1,2,4]thiadiazine

Refernces

Direct regiospecific allylic aminination via silicon induced pericyclic reactions. A novel synthesis of gamma vinyl gaba

10.1016/S0040-4020(01)86670-9

The research focuses on a novel method for the direct olefin allylic amination using an ene reaction with N-sulphinyl sulphonamides. Key chemicals involved include N-sulphinyl benzenesulphonamide, which serves as a potent enophile, and various alkenes that undergo the ene reaction to form adducts. Hexamethyldisilazane (HMDZ) plays a crucial role in the subsequent silylation step, inducing a (2,3)sigmatropic rearrangement to yield allylamine derivatives. The study also highlights the synthesis of gamma vinyl GABA, a potent inhibitor of GABA transaminase, using this method. Starting from ethyl 2-hexenoate, the ene reaction adduct is formed with N-sulphinyl benzenesulphonamide, followed by silylation and hydrolysis steps to introduce the amino group, ultimately leading to the desired gamma vinyl GABA after deprotection of the amine. This method offers advantages such as regioselectivity, ease of intermediate isolation, and the ability to synthesize N-sulphinyl arene sulphonamides on a large scale.