N-[BIS(METHYLTHIO)METHYLENE]-P-TOLUENESULFONAMIDE

Base Information

• Chemical Name: N-[BIS(METHYLTHIO)METHYLENE]-P-TOLUENESULFONAMIDE
• CAS No.: 2651-15-2
• Molecular Formula: C10H13 N O2 S3
• Molecular Weight: 275.417
• Hs Code.: 2930909090
• Mol file: 2651-15-2.mol

Synonyms:Carbonimidodithioicacid, [(4-methylphenyl)sulfonyl]-, dimethyl ester (9CI); Imidocarbonic acid, dithio(p-tolylsulfonyl)-,dimethyl ester (7CI,8CI); Dimethyl[(4-methylphenyl)sulfonyl]carbonimidodithioate; Dimethylp-toluenesulfonylimidodithiocarbonate;N-Bis(methylthio)methylene-p-toluenesulfonamide;N-[Bis(methylsulfanyl)methylene]-4-methylbenzenesulfonamide; NSC 263504

Chemical Property of N-[BIS(METHYLTHIO)METHYLENE]-P-TOLUENESULFONAMIDE

Chemical Property:

• Vapor Pressure: 7.64E-07mmHg at 25°C
• Melting Point: 109-111 °C(lit.)
• Boiling Point: 419°Cat760mmHg
• PKA: -6.63±0.50(Predicted)
• Flash Point: 207.2°C
• PSA: 105.48000
• Density: 1.27g/cm³
• LogP: 3.84650

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-[Bis(methylthio)methylene]-p-toluenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-[BIS(METHYLTHIO)METHYLENE]-P-TOLUENESULFONAMIDE

There total 6 articles about N-[BIS(METHYLTHIO)METHYLENE]-P-TOLUENESULFONAMIDE 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: 94.0%

carbon disulfide (75-15-0,12122-00-8) + toluene-4-sulfonamide (70-55-3) + methyl iodide (74-88-4) → N-[bis(methylthio)methylene]-p-toluenesulfonamide (2651-15-2)

Guidance literature:

toluene-4-sulfonamide; With potassium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

carbon disulfide; In tetrahydrofuran; mineral oil; for 36h; Reflux;

methyl iodide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2015.04.064

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + toluene-4-sulfonamide (70-55-3) + dimethyl sulfate (77-78-1) → N-[bis(methylthio)methylene]-p-toluenesulfonamide (2651-15-2)

Guidance literature:

With sodium hydroxide; Yield given. Multistep reaction; 1.) DMF, r.t., 2 h, 2.) r.t., 2 h;

DOI:10.1055/s-1991-26426

Reference yield:

toluene-4-sulfonamide (70-55-3) → N-[bis(methylthio)methylene]-p-toluenesulfonamide (2651-15-2)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / dimethylformamide

2: AcNMe₂

With potassium hydroxide; N,N-dimethyl acetamide; In N,N-dimethyl-formamide;

DOI:10.1021/jo01274a037

upstream raw materials:

dipotassium p-tolylsulfonyl dithiocarbamate

dimethyl sulfate

carbon disulfide

toluene-4-sulfonamide

Downstream raw materials:

N--L-glutaminsaeure

2,2'-bis(tosylamino)-5,5'(6,6')-bibenzimidazole

S-methyl-N-<2-(benzoylamino)ethyl>-N'-tosylisothiourea

N-(4,5-dihydro-1H-imidazol-2-yl)-toluene-4-sulfonamide

Refernces

• 1、 Walker, Joel D.,Madalengoitia, José S.. "Optimization of methods for the generation of carbodiimides for zwitterionic 1,3-diaza-Claisen rearrangements". supporting information. p. 3786 - 3789. Retrieved 2015/06/08.
• 2、 Maybhate,Rajamohanan,Rajappa. "Regiospecific synthesis of N-sulfonyl derivatives of 3,5-diamino-1H-1,2,4-triazole and 2,5-diamino-1,3,4-thiadiazole". . p. 220 - 222. Retrieved 2007/10/02.