4-nitro-N-phenylbenzenesulfinamide

Base Information

• Chemical Name: 4-nitro-N-phenylbenzenesulfinamide
• CAS No.: 71858-56-5
• Molecular Formula: C₁₂H₁₀N₂O₃S
• Molecular Weight: 262.289
• Mol file: 71858-56-5.mol

Synonyms:4-nitro-N-phenylbenzenesulfinamide

Chemical Property of 4-nitro-N-phenylbenzenesulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 4-nitro-N-phenylbenzenesulfinamide

There total 5 articles about 4-nitro-N-phenylbenzenesulfinamide 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: 49.0%

methyl p-nitrobenzenesulphinate (26760-22-5) + aniline (62-53-3) → 4-nitro-N-phenylbenzenesulfinamide (71858-56-5)

Guidance literature:

aniline; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h; Inert atmosphere;

methyl p-nitrobenzenesulphinate; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.1c04122

Reference yield:

N-(4-nitro-phenylsulfanylmethyl)-phthalimide (71858-47-4) → 4-nitro-N-phenylbenzenesulfinamide (71858-56-5)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorine, acetic anhydride / CCl₄ / 2 h / Ambient temperature

2: petroleum ether

With acetic anhydride; chlorine; In tetrachloromethane; Petroleum ether;

Reference yield:

di(p-nitrophenyl) disulfide (100-32-3) → 4-nitro-N-phenylbenzenesulfinamide (71858-56-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide / dichloromethane / 0 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

With N-Bromosuccinimide; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/acs.orglett.1c04122

upstream raw materials:

N-(4-nitro-benzenesulfinylmethyl)-phthalimide

aniline

4-nitro-benzenesulfinyl chloride

N-(4-nitro-phenylsulfanylmethyl)-phthalimide

Downstream raw materials:

4-ntrophenyl(phenyl)amine