(rac)-(-)-N-(p-toluenesulfonyl)-p-toluenesulfonimidamide

Base Information

• Chemical Name: (rac)-(-)-N-(p-toluenesulfonyl)-p-toluenesulfonimidamide
• CAS No.: 94892-50-9
• Molecular Formula: C₁₄H₁₆N₂O₃S₂
• Molecular Weight: 324.425
• Mol file: 94892-50-9.mol

Synonyms:(rac)-(-)-N-(p-toluenesulfonyl)-p-toluenesulfonimidamide

Chemical Property of (rac)-(-)-N-(p-toluenesulfonyl)-p-toluenesulfonimidamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (rac)-(-)-N-(p-toluenesulfonyl)-p-toluenesulfonimidamide

There total 5 articles about (rac)-(-)-N-(p-toluenesulfonyl)-p-toluenesulfonimidamide 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:

N-(4-methylbenzenesulfonyl) 4-methylphenyl sulfonimidoyl chloride (108875-13-4) → (rac)-(-)-N-(p-toluenesulfonyl)-p-toluenesulfonimidamide (94892-50-9)

Guidance literature:

With ammonium hydroxide; In acetonitrile; at 20 ℃; for 0.75h;

DOI:10.1021/ol048167a

Reference yield:

4-methylbenzenesulfinyl chloride (10439-23-3) → (rac)-(-)-N-(p-toluenesulfonyl)-p-toluenesulfonimidamide (94892-50-9)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 1.5 h / 80 °C

2: 4.35 g / aq. NH₃ / acetonitrile / 0.75 h / 20 °C

With ammonium hydroxide; In toluene; acetonitrile;

DOI:10.1021/ol048167a

Reference yield:

sodium 4-methylbenzenesulfinate (824-79-3) → (rac)-(-)-N-(p-toluenesulfonyl)-p-toluenesulfonimidamide (94892-50-9)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / toluene / 14 h / 20 °C

2: toluene / 1.5 h / 80 °C

3: 4.35 g / aq. NH₃ / acetonitrile / 0.75 h / 20 °C

With ammonium hydroxide; thionyl chloride; In toluene; acetonitrile;

DOI:10.1021/ol048167a

upstream raw materials:

N-(4-methylbenzenesulfonyl) 4-methylphenyl sulfonimidoyl chloride

4-methylbenzenesulfinyl chloride

sodium 4-methylbenzenesulfinate

di(4-tosyl)amine

Downstream raw materials:

(+)-(R)-N-(p-toluenesulfonyl)-p-toluenesulfonimidamide

N-[(1S)-amino(4-tolyl)oxido-λ⁴-sulfanylidene]tosylamide

(1R)-[N-(p-toluenesulfonyl)-p-toluenesulfonimidoyl]-1-aminoethylbenzene

N-(4-toluenesulfonyl)-4-toluenesulfonimid-N'-phenylamide

Refernces

• 1、 Robert-Peillard, Fabien,Di Chenna, Pablo H.,Liang, Chungen,Lescot, Camille,Collet, Florence,Dodd, Robert H.,Dauban, Philippe. "Catalytic stereoselective alkene aziridination with sulfonimidamides". experimental part. p. 1447 - 1457. Retrieved 2010/11/04.