N-(alpha-Methylbenzylidene)-4-toluenesulfinamide

Base Information

• Chemical Name: N-(alpha-Methylbenzylidene)-4-toluenesulfinamide
• CAS No.: 65440-68-8
• Molecular Formula: C15H15 N O S
• Molecular Weight: 257.356
• Hs Code.: 2930909090
• Mol file: 65440-68-8.mol

Synonyms:N-(alpha-methylbenzylidene)-4-toluenesulfinamide;NMBTSA

Chemical Property of N-(alpha-Methylbenzylidene)-4-toluenesulfinamide

Chemical Property:

• Vapor Pressure: 7.62E-07mmHg at 25°C
• Boiling Point: 419°C at 760 mmHg
• Flash Point: 207.2°C
• PSA: 48.64000
• Density: 1.12g/cm³
• LogP: 4.39250
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 257.08743528
• Heavy Atom Count: 18
• Complexity: 313

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)N=C(C)C2=CC=CC=C2
• Isomeric SMILES: CC1=CC=C(C=C1)[S@](=O)/N=C(/C)\C2=CC=CC=C2

Technology Process of N-(alpha-Methylbenzylidene)-4-toluenesulfinamide

There total 4 articles about N-(alpha-Methylbenzylidene)-4-toluenesulfinamide 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: 62.0%

acetophenone (98-86-2) + (S)-p-toluenesulfinimide (188447-91-8) → [S-(E)]-(+)-N-α-methylbenzylidene-p-toluenesulfinamide (65440-68-8)

Guidance literature:

With titanium(IV) tetraethanolate; In dichloromethane; for 17h; Heating;

DOI:10.1021/jo9820622

Reference yield:

(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate (1517-82-4) → [S-(E)]-(+)-N-α-methylbenzylidene-p-toluenesulfinamide (65440-68-8)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 62 percent / titanium(IV) ethoxide / CH₂Cl₂ / 17 h / Heating

With titanium(IV) tetraethanolate; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Condensation;

DOI:10.1021/jo9820622

Reference yield:

C15H15NS (177265-17-7) → [S-(E)]-(+)-N-α-methylbenzylidene-p-toluenesulfinamide (65440-68-8) + 4-Methyl-benzenesulfinic acid [1-phenyl-eth-(E)-ylidene]-amide (188447-75-8)

Guidance literature:

With (-)-N-(phenylsulfonyl)-1-(2,3-dichlorocamphoryl)oxaziridine; In tetrachloromethane; at 20 ℃; Product distribution; other reagents;

DOI:10.1021/jo970077e

upstream raw materials:

methyllithium

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

benzonitrile

C₁₅H₁₅NS

Downstream raw materials:

(R)-(1-methyl-1-phenyl-but-3-enyl)amine

((R)-2-[1,3]Dithian-2-yl-1-methyl-1-phenyl-ethyl)-carbamic acid methyl ester

((R)-1-Methyl-3-oxo-1-phenyl-propyl)-carbamic acid methyl ester

((R)-1-Methyl-1-phenyl-propyl)-carbamic acid methyl ester