Propanedinitrile, [bis(methylthio)methylene]-

Base Information

• Chemical Name: Propanedinitrile, [bis(methylthio)methylene]-
• CAS No.: 5147-80-8
• Molecular Formula: C6H6 N2 S2
• Molecular Weight: 170.259
• Hs Code.: 2930909090
• European Community (EC) Number: 689-903-4
• NSC Number: 202533
• DSSTox Substance ID: DTXSID8073344
• Nikkaji Number: J314.838F
• Wikidata: Q72472228
• Mol file: 5147-80-8.mol

Synonyms:5147-80-8;2-[DI(METHYLTHIO)METHYLIDENE]MALONONITRILE;2-(bis(methylthio)methylene)malononitrile;2-[bis(methylsulfanyl)methylidene]propanedinitrile;propanedinitrile, [bis(methylthio)methylene]-;[bis(methylthio)methylene]malononitrile;MFCD00052730;2-[bis(methylthio)methylene]malononitrile;3,3-bis(methylthio)-2-cyanoacrylonitrile;(Bis(methylthio)methylene)propanedinitrile;[bis(methylthio)methylene]propanedinitrile;Propanedinitrile, (bis(methylthio)methylene)-;C6H6N2S2;2-cyano-3;[bis(methylthio)methylidene]propanedinitrile;Maybridge1_002534;DivK1c_001286;SCHEMBL381502;DTXSID8073344;HMS548L04;FICQFRCPSFCFBY-UHFFFAOYSA-N;Bis(methylthio)methylenemalononitrile;CCG-56155;NSC202533;STK330640;[bis(methylthio)methylene]malonnitrile;AKOS001128199;bis(methylthio) methylene malononitrile;AM10002;Bis(methylthio)methylenepropanedinitrile;bismethylthio methylenepropane dinitrile;NSC 202533;NSC-202533;bis (methylthio)methylenepropanedinitrile;bis(methylmercapto)methylenemalononitrile;CDS1_000246;1,1-dicyano-2,2-bis methylthioethylene;1,1-dicyano-2,2-bis-methylthioethylene;2-(di(methylthio)methylene)malononitrile;2-cyano-3,3-bis(methylthio)acrylonitrile;3,3-bis(mehtylthio)-2-cyanoacrylonitrile;AS-65393;BP-10128;SY013874;([bis(methylthio)methylene] malononitrile);[bis (methylthio)methylene]propanedinitrile;[Bis(methylmercapto)methylene]malononitrile;[bis(methylsulfanyl)methylene]malononitrile;2-(di(methylthio))methylidenemalononitrile;2-cyano-3,3-bis(methylthio)propenenitrile;[Bis(methylmercapto)methylene]-malononitrile;1,1-dicyano-2,2-bis(methylthio)-ethylene;3,3bis-methylmercapto-2-cyano-acrylonitrile;2-[bis(methylsulfanyl)methylene]malononitrile;A7587;CS-0038332;FT-0610886;3,3-bis-methylmercapto-2-cyano-acrylonitrile;EN300-18912;[bis(methylsulfanyl)methylidene]propanedinitrile;2-(Bis-methylsulfanyl-methylene)-malononitrile;3,3-bis(methylsulfanyl)-2-cyano-acrylonitrile;1,1-dicyano-2,2-bis-(methylmercapto)-ethylene;2-[Bis(methylthio)methylene]malononitrile, 97%;J-506255;SR-01000645131-1;Z94602407;InChI=1/C6H6N2S2/c1-9-6(10-2)5(3-7)4-8/h1-2H

Chemical Property of Propanedinitrile, [bis(methylthio)methylene]-

Chemical Property:

• Appearance/Colour: orange
• Vapor Pressure: 0.0245mmHg at 25°C
• Melting Point: 76-78°C
• Boiling Point: 248.3 °C at 760 mmHg
• Flash Point: 103.9 °C
• PSA: 98.18000
• Density: 1.256 g/cm³
• LogP: 1.97116
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 169.99724055
• Heavy Atom Count: 10
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

2-[Di(methylthio)methylidene]malononitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
• Hazard Codes: T,Xi,Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC(=C(C#N)C#N)SC
• Uses: 2-[Bis(methylthio)methylene]malononitrile is used as pharmaceutical intermediate.

Technology Process of Propanedinitrile, [bis(methylthio)methylene]-

There total 18 articles about Propanedinitrile, [bis(methylthio)methylene]- 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: 100.0%

carbon disulfide (75-15-0,12122-00-8) + malononitrile (109-77-3) + methyl iodide (74-88-4) → [Bis(methylthio)methylene]malononitrile (5147-80-8)

Guidance literature:

With potassium carbonate; tetrabutylammomium bromide; In benzene; at 60 ℃; for 3h;

Reference yield: 89.0%

potassium 1,1-dicyanoethylene-2,2-ditholate (4777-48-4) + methyl iodide (74-88-4) → [Bis(methylthio)methylene]malononitrile (5147-80-8)

Guidance literature:

In water; at 25 - 30 ℃; for 72h;

Reference yield: 86.0%

disodium iso-maleonitriledithiolate monohydrate (106719-99-7) + methyl iodide (74-88-4) → [Bis(methylthio)methylene]malononitrile (5147-80-8)

Guidance literature:

upstream raw materials:

(S,S)-dimethyl trithiocarbonate

dimethyl sulfate

carbon disulfide

malononitrile

Downstream raw materials:

3,4-dihydro-2-methyl-6-methylmercapto-4-oxopyrimidine-5-carbonitrile

6-phenyl-3-cyano-4-methylsulfanyl-2H-pyran-2-one

4-(methylthio)-2-oxo-6-phenyl-1,2-dihydropyridine-3-carbonitrile

3,4-dihydro-6-methylthio-2-p-nitrophenyl-4-oxopyrimidine-5-carbonitrile

Refernces

• 1、 -. "Preparation method and use of thiophene compound". Paragraph 0105; 0106. . Retrieved 2020/02/17.
• 2、 Chen, Rui,Gong, Guowei,Han, Yufei,Lei, Qiancheng,Liao, Weike,Liu, Jiaan,Qi, Yinliang,Sun, Ming,Tang, Lei,Tian, Ye,Wang, Zhongyuan,Xie, Juan,Zhao, Yanfang. "Design, synthesis and biological activity of novel 2,3,4,5-tetra-substituted thiophene derivatives as PI3Kα inhibitors with potent antitumor activity". supporting information. . Retrieved 2020/05/05.