Benzenesulfonamide, 4-methyl-N-phenoxy-

Base Information

• Chemical Name: Benzenesulfonamide, 4-methyl-N-phenoxy-
• CAS No.: 65109-75-3
• Molecular Formula: C13H13NO3S
• Molecular Weight: 263.317
• Mol file: 65109-75-3.mol

Synonyms:

Chemical Property of Benzenesulfonamide, 4-methyl-N-phenoxy-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenesulfonamide, 4-methyl-N-phenoxy-

There total 5 articles about Benzenesulfonamide, 4-methyl-N-phenoxy- 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: 54.0%

phenoxyamine hydrochloride (6092-80-4) + p-toluenesulfonyl chloride (98-59-9) → N-(phenoxy)-4-methylbenzenesulfonamide (65109-75-3)

Guidance literature:

phenoxyamine hydrochloride; With pyridine; In toluene; for 1h; Inert atmosphere;

p-toluenesulfonyl chloride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

Reference yield:

O-phenylhydroxylamine (4846-21-3) + p-toluenesulfonyl chloride (98-59-9) → N-(phenoxy)-4-methylbenzenesulfonamide (65109-75-3)

Guidance literature:

In pyridine; Yield given; Ambient temperature;

DOI:10.1021/ja00387a040

Reference yield:

2-phenoxyisoindol-1,3-dione (64908-64-1) → N-(phenoxy)-4-methylbenzenesulfonamide (65109-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / methanol; chloroform / 20 °C

2: sodium carbonate / ethyl acetate; water / 2 h / 0 °C

With sodium carbonate; hydrazine hydrate; In methanol; chloroform; water; ethyl acetate;

DOI:10.1002/anie.201300881

upstream raw materials:

O-phenylhydroxylamine

p-toluenesulfonyl chloride

phenoxyamine hydrochloride

phenylboronic acid

Downstream raw materials:

2-hydroxyphenyl p-toluenesulfonimidate

4-(2,2,2-trifluoroethoxy)phenol

4-hydroxyphenyl trifluoromethanesulfonate

2-O-(2,2,2-trifluoroethyl)catechol

Refernces

• 1、 Zheng, Guangfan,Zhou, Zhi,Zhu, Guoxun,Zhai, Shuailei,Xu, Huiying,Duan, Xujing,Yi, Wei,Li, Xingwei. "Rhodium(III)-Catalyzed Enantio- and Diastereoselective C?H Cyclopropylation of N-Phenoxylsulfonamides: Combined Experimental and Computational Studies". supporting information. p. 2890 - 2896. Retrieved 2020/01/24.
• 2、 Shen, Yangyang,Liu, Guixia,Zhou, Zhi,Lu, Xiyan. "Rhodium(III)-catalyzed C-H olefination for the Synthesis of ortho-alkenyl phenols using an oxidizing directing group". supporting information. p. 3366 - 3369. Retrieved 2013/07/26.