Benzenesulfinamide, 4-methyl-N-(1-phenylethylidene)-

Base Information

• Chemical Name: Benzenesulfinamide, 4-methyl-N-(1-phenylethylidene)-
• CAS No.: 81801-27-6
• Molecular Formula: C15H15NOS
• Molecular Weight: 257.356
• Mol file: 81801-27-6.mol

Synonyms:

Chemical Property of Benzenesulfinamide, 4-methyl-N-(1-phenylethylidene)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenesulfinamide, 4-methyl-N-(1-phenylethylidene)-

There total 7 articles about Benzenesulfinamide, 4-methyl-N-(1-phenylethylidene)- 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: 57.0%

p-tolylsulfinyl amide (6873-55-8) + acetophenone (98-86-2) → (+/-)-(S,E)-N-(1-Phenylethylidene)toluene-p-sulfinamide (81801-27-6)

Guidance literature:

With titanium(IV) tetraethanolate; In dichloromethane; for 18h; Inert atmosphere; Reflux;

DOI:10.1021/ol200509c

Reference yield: 50.0%

C15H15NS (177265-17-7) → (+/-)-(S,E)-N-(1-Phenylethylidene)toluene-p-sulfinamide (81801-27-6)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In chloroform; 1.) 0 deg C, 30 min, 2.) r.t., 30 min;

DOI:10.1039/p19960000691

Reference yield:

sodium 4-methylbenzenesulfinate (824-79-3) → (+/-)-(S,E)-N-(1-Phenylethylidene)toluene-p-sulfinamide (81801-27-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride / toluene / 1 h / 0 - 20 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: titanium(IV) tetraethanolate / dichloromethane / 50 °C / Inert atmosphere

With titanium(IV) tetraethanolate; oxalyl dichloride; In dichloromethane; toluene;

DOI:10.1002/ejoc.201801170

upstream raw materials:

C₁₅H₁₅NS

methyl p-toluene sulfinate

benzonitrile

di(p-tolyl) disulfide

Downstream raw materials:

(R,S_S)-N-α-methylbenzyl-p-tolylsulfinamide

(R,R_S)-N-α-methylbenzyl-p-tolylsulfinamide

N-(1-(dimethyl(phenyl)silyl)-1-phenylethyl)-4-methylbenzenesulfonamide

(E)-1-phenyl-N-tosylethanimine

Refernces

• 1、 Vyas, Devendra J.,Froehlich, Roland,Oestreich, Martin. "Activation of the Si-B Linkage: Copper-Catalyzed addition of nucleophilic silicon to imines". supporting information; experimental part. p. 2094 - 2097. Retrieved 2011/06/22.
• 2、 Annunziata, Rita,Cinquini, Mauro,Cozzi, Franco. "Asymmetric Induction in the Reduction of Optically Active N-Alkylidenesulphinamides by Metal Hydrides. A New, Efficient Enantioselective Route to Chiral Amines". . p. 339 - 344. Retrieved 2007/10/02.