2-Benzoyl-3,3-di(methylthio)acrylonitrile

Base Information

• Chemical Name: 2-Benzoyl-3,3-di(methylthio)acrylonitrile
• CAS No.: 29866-39-5
• Molecular Formula: C12H11 N O S2
• Molecular Weight: 249.357
• DSSTox Substance ID: DTXSID50384802
• ChEMBL ID: CHEMBL1335165
• Mol file: 29866-39-5.mol

Synonyms:2-benzoyl-3,3-di(methylthio)acrylonitrile;29866-39-5;MLS000859106;2-benzoyl-3,3-bis(methylsulfanyl)prop-2-enenitrile;SMR000459285;2-benzoyl-3,3-bis(methylthio)acrylonitrile;SCHEMBL1416827;CHEMBL1335165;BDBM66666;cid_2819082;DTXSID50384802;REGID_for_CID_2819082;WPJMZDZXZRCHOP-UHFFFAOYSA-N;CCG-44575;benzoyl-(cyano)ketene dimethyl dithioacetal;1-benzoyl-2,2-bis(methylthio)-1-cyano ethene;2-benzoyl-3,3-bis(methylthio)-2-propenenitrile;SR-01000634402-1;3,3-bis(methylsulfanyl)-2-(phenylcarbonyl)prop-2-enenitrile

Chemical Property of 2-Benzoyl-3,3-di(methylthio)acrylonitrile

Chemical Property:

• PSA: 91.46000
• LogP: 3.33048
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 249.02820632
• Heavy Atom Count: 16
• Complexity: 328

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC(=C(C#N)C(=O)C1=CC=CC=C1)SC

Technology Process of 2-Benzoyl-3,3-di(methylthio)acrylonitrile

There total 4 articles about 2-Benzoyl-3,3-di(methylthio)acrylonitrile 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: 87.0%

Dinatrium-1-benzoyl-1-cyan-ethen-2,2-dithiolat + methyl iodide (74-88-4) → 2-benzoyl-3,3-bis(methylthio)acrylonitrile (29866-39-5)

Guidance literature:

In dimethyl sulfoxide; for 2h; Ambient temperature;

Reference yield: 78.0%

2-bromo-3,3-bis(methylthio)-1-phenylprop-2-en-1-one (98606-77-0) + copper(I) cyanide (544-92-3) → 2-benzoyl-3,3-bis(methylthio)acrylonitrile (29866-39-5)

Guidance literature:

In pyridine; at 180 - 190 ℃; for 1h;

DOI:10.1055/s-1985-31141

Reference yield:

3,3-bis(methylthio)-1-phenylprop-2-en-1-one (13636-88-9) → 2-benzoyl-3,3-bis(methylthio)acrylonitrile (29866-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / NBS / CCl₄ / 1.5 h / Ambient temperature

2: 78 percent / various solvent(s); pyridine / 1 h / 180 - 190 °C

With N-Bromosuccinimide; In pyridine; tetrachloromethane;

DOI:10.1055/s-1985-31141

upstream raw materials:

2-bromo-3,3-bis(methylthio)-1-phenylprop-2-en-1-one

copper(I) cyanide

methyl iodide

3,3-bis(methylthio)-1-phenylprop-2-en-1-one

Downstream raw materials:

3-(methylsulfanyl)-5-phenyl-4-isoxazolecarbonitrile

α-[bis(dimethylamino)methylene]-β-oxophenylacetonitrile

2-benzoyl-3-(1-aziridinyl)-3-methylthio-acrylnitril

5-Methylsulfanyl-7-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile