(S)-(E)-N-ethylidene-4-methylbenzenesulfinamide

Base Information

• Chemical Name: (S)-(E)-N-ethylidene-4-methylbenzenesulfinamide
• CAS No.: 220732-34-3
• Molecular Formula: C₉H₁₁NOS
• Molecular Weight: 181.258
• Mol file: 220732-34-3.mol

Synonyms:(S)-(E)-N-ethylidene-4-methylbenzenesulfinamide

Chemical Property of (S)-(E)-N-ethylidene-4-methylbenzenesulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(E)-N-ethylidene-4-methylbenzenesulfinamide

There total 2 articles about (S)-(E)-N-ethylidene-4-methylbenzenesulfinamide 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: 93.0%

acetaldehyde (75-07-0,9002-91-9) + (S)-p-toluenesulfinimide (188447-91-8) → (S)-(E)-N-ethylidene-4-methylbenzenesulfinamide (220732-34-3)

Guidance literature:

With 4 A molecular sieve; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jo9820622

Reference yield:

(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate (1517-82-4) → (S)-(E)-N-ethylidene-4-methylbenzenesulfinamide (220732-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / LiHMDS / tetrahydrofuran / 1 h / -78 - 20 °C

2: 93 percent / 4 Angstroem molecular sieves / CH₂Cl₂ / 24 h / 20 °C

With 4 A molecular sieve; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Condensation;

DOI:10.1021/jo9820622

Reference yield: 72.0%

acetic acid methyl ester (79-20-9) + (S)-(E)-N-ethylidene-4-methylbenzenesulfinamide (220732-34-3) → (SS,3S)-(+)-methyl N-(p-toluenesulfinyl)-3-aminobutanoate (814256-29-6)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; at -78 ℃;

DOI:10.1021/jo0402780

upstream raw materials:

acetaldehyde

(S)-p-toluenesulfinimide

(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate

Downstream raw materials:

(S_S,R)-(+)-4-methyl-benzenesulfinic acid [2-(2-cyano-3,5-dimethoxy-phenyl)-1-methyl-ethyl]-amide

(S_S,R)-(+)-N,N-diethyl-2,4-dimethoxy-6-[2-(toluene-4-sulfinylamino)-propyl]-benzamide

(S_S,S)-(+)-N-(p-toluensulfinyl)-4-aminopentan-2-one

(S_S,3S)-(+)-methyl N-(p-toluenesulfinyl)-3-aminobutanoate

Refernces