N-Benzyl-N-nitroso-p-toluenesulfonamide

Base Information

• Chemical Name: N-Benzyl-N-nitroso-p-toluenesulfonamide
• CAS No.: 33528-13-1
• Molecular Formula: C14H14 N2 O3 S
• Molecular Weight: 290.343
• European Community (EC) Number: 678-227-5
• DSSTox Substance ID: DTXSID60399508
• Nikkaji Number: J1.598.763D
• Mol file: 33528-13-1.mol

Synonyms:N-Benzyl-N-nitroso-p-toluenesulfonamide;33528-13-1;N-benzyl-4-methyl-N-nitrosobenzenesulfonamide;SCHEMBL3678710;DTXSID60399508;ZXELPGWSCCGNDS-UHFFFAOYSA-N;MFCD00216617;AKOS015900659;N-benzyl-N-nitroso-p-toluene-sulfonamide;N-Nitroso-N-benzyl-p-toluenesulphonamide;BS-41671;N-Nitroso-N-benzyl-p-toluene sulphonamide;B3051;CS-0035491;N-benzyl-4-methyl-N'-oxobenzenesulfonohydrazide;W12801;N-benzyl-4-methyl-N'-oxobenzene-1-sulfonohydrazide

Chemical Property of N-Benzyl-N-nitroso-p-toluenesulfonamide

Chemical Property:

• Vapor Pressure: 6.79E-08mmHg at 25°C
• Melting Point: 85 °C
• Refractive Index: 1.596
• Boiling Point: 438.7°C at 760 mmHg
• Flash Point: 219.1°C
• PSA: 75.19000
• Density: 1.24g/cm³
• LogP: 3.94810
• Storage Temp.: Refrigerator
• Solubility.: soluble in Toluene
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 290.07251349
• Heavy Atom Count: 20
• Complexity: 405

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Benzyl-4-methyl-N-nitrosobenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N(CC2=CC=CC=C2)N=O

Technology Process of N-Benzyl-N-nitroso-p-toluenesulfonamide

There total 4 articles about N-Benzyl-N-nitroso-p-toluenesulfonamide 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: 82.0%

N-benzyl-p-toluenesulfonamide (1576-37-0) → N-nitroso-N-benzyl-p-toluenesulphonamide (33528-13-1)

Guidance literature:

With acetic acid; sodium nitrite; In acetic anhydride;

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → N-nitroso-N-benzyl-p-toluenesulphonamide (33528-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 0 - 25 °C

2: sodium nitrite / acetic anhydride; acetic acid / 0 - 25 °C

With pyridine; sodium nitrite; In acetic anhydride; acetic acid;

DOI:10.1021/jm201000j

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → N-nitroso-N-benzyl-p-toluenesulphonamide (33528-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / pyridine / 1.5 h / 25 °C

2: 76 percent / NaNO₂; glac. AcOH; Ac₂O / 15 h / 0 °C

With pyridine; acetic anhydride; acetic acid; sodium nitrite; 1: Tosylation / 2: Nitrosation;

DOI:10.1021/jo990494m

upstream raw materials:

N-benzyl-p-toluenesulfonamide

p-toluenesulfonyl chloride

Downstream raw materials:

phenyldiazomethane

N-benzyl-p-toluenesulfonamide

benzyl alcohol

(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-4-(benzyloxy)-5-(hydroxymethyl) tetrahydrofuran-3-ol

Refernces

• 1、 Darbeau, Ron W.,White, Emu H.,Song, Fenhong,Darbeau, Nyla R.,Chou, James. "A Study of Essentially Free Carbocations Derived via Diazonium and Oxo Diazonium Ions in the Liquid Phase". . p. 5966 - 5978. Retrieved 2007/10/03.