Benzeneacetonitrile, 4-methoxy-a-(phenylthio)-

Base Information

• Chemical Name: Benzeneacetonitrile, 4-methoxy-a-(phenylthio)-
• CAS No.: 85624-06-2
• Molecular Formula: C15H13NOS
• Molecular Weight: 255.34
• Mol file: 85624-06-2.mol

Synonyms:

Chemical Property of Benzeneacetonitrile, 4-methoxy-a-(phenylthio)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzeneacetonitrile, 4-methoxy-a-(phenylthio)-

There total 4 articles about Benzeneacetonitrile, 4-methoxy-a-(phenylthio)- 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: 86.0%

p-methoxybenzylnitrile (104-47-2) + diphenyldisulfane (882-33-7) → 2-(4-methoxyphenyl)-2-(phenylthio)acetonitrile (85624-06-2)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; for 1h; Ambient temperature;

Reference yield: 77.0%

p-methylanizole (104-93-8) + 2-methyl-2-phenylpropionitrile (1195-98-8) + diphenyldisulfane (882-33-7) → 2-(4-methoxyphenyl)-2-(phenylthio)acetonitrile (85624-06-2)

Guidance literature:

p-methylanizole; With potassium tert-butylate; tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 1h; Inert atmosphere;

2-methyl-2-phenylpropionitrile; at 25 ℃; for 2h;

diphenyldisulfane; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1002/anie.201903215

Reference yield: 60.0%

phenyl thiocyanate (5285-87-0) + 4-methoxy-benzaldehyde (123-11-5) → 2-(4-methoxyphenyl)-2-(phenylthio)acetonitrile (85624-06-2)

Guidance literature:

With tributylphosphine; 1.) 0 deg C, 1 h, 2.) room temperature, 2 h;

upstream raw materials:

phenyl thiocyanate

4-methoxy-benzaldehyde

p-methoxybenzylnitrile

diphenyldisulfane

Downstream raw materials:

2-(2-Dimethylamino-ethyl)-2-(4-methoxy-phenyl)-4-(2-methyl-[1,3]dioxolan-2-yl)-butyronitrile

1-[2-(dimethylamino)ethyl]-4'-methoxy-2,3-dihydro-[1,1′-biphenyl]-4(1H)-one

4-Dimethylamino-2-(4-methoxy-phenyl)-butyronitrile

4-Dimethylamino-2-(4-methoxy-phenyl)-2-phenylsulfanyl-butyronitrile

Refernces

• 1、 Patra, Pranab K.,Shanmugasundaram, Kandasamy,Matoba, Manabu,Nishide, Kiyoharu,Kajimoto, Tetsuya,Node, Manabu. "Odorless diphenyl diselenide and disulfide: Syntheses and applications". . p. 447 - 457. Retrieved 2007/10/03.
• 2、 Sanchez, I. H.,Lemini, C.,Hernandez, C.,Larraza, M. I.,Flores, H. J.,et al.. "SCELETIUM (AIZOACEAE) ALKALOIDS: SHORT TOTAL SYNTHESIS OF RACEMIC O-METHYLJOUBERTAMINE BY THE ARYLACETONITRILE ROUTE". . p. 43 - 51. Retrieved 2007/10/02.