Ethyl 5-cyano-2,4-diphenyl-6-thioxo-1,4,5,6-tetrahydro-3-pyridinecarboxylate

Base Information

• Chemical Name: Ethyl 5-cyano-2,4-diphenyl-6-thioxo-1,4,5,6-tetrahydro-3-pyridinecarboxylate
• CAS No.: 105199-50-6
• Molecular Formula: C21H18 N2 O2 S
• Molecular Weight: 362.44
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00377087
• Mol file: 105199-50-6.mol

Synonyms:105199-50-6;ethyl 5-cyano-2,4-diphenyl-6-thioxo-1,4,5,6-tetrahydro-3-pyridinecarboxylate;Ethyl 5-cyano-2,4-diphenyl-6-thioxo-1,4,5,6-tetrahydropyridine-3-carboxylate;ethyl 3-cyano-4,6-diphenyl-2-sulfanylidene-3,4-dihydro-1H-pyridine-5-carboxylate;Ethyl 5-cyano-2,4-diphenyl-6-sulfanylidene-1,4,5,6-tetrahydropyridine-3-carboxylate;Oprea1_398582;DTXSID00377087;PZWSRGFTFGHOTK-UHFFFAOYSA-N;MFCD03425736;AKOS005069888;CS-0339594;FT-0680223;2T-0014;J-521132

Chemical Property of Ethyl 5-cyano-2,4-diphenyl-6-thioxo-1,4,5,6-tetrahydro-3-pyridinecarboxylate

Chemical Property:

• Vapor Pressure: 2.16E-12mmHg at 25°C
• Melting Point: 118-121°C
• Boiling Point: 555.8°Cat760mmHg
• Flash Point: 289.9°C
• PSA: 94.21000
• Density: 1.28g/cm³
• LogP: 4.14378
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 362.10889899
• Heavy Atom Count: 26
• Complexity: 621

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl5-Cyano-2,4-diphenyl-6-thioxo-1,4,5,6-tetrahydro-3-pyridinecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=S)C(C1C2=CC=CC=C2)C#N)C3=CC=CC=C3

Technology Process of Ethyl 5-cyano-2,4-diphenyl-6-thioxo-1,4,5,6-tetrahydro-3-pyridinecarboxylate

There total 4 articles about Ethyl 5-cyano-2,4-diphenyl-6-thioxo-1,4,5,6-tetrahydro-3-pyridinecarboxylate 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: 75.0%

Sodium; (4R,5S,6R)-3-cyano-5-ethoxycarbonyl-6-hydroxy-4,6-diphenyl-1,4,5,6-tetrahydro-pyridine-2-thiolate (105199-40-4) → 5-Cyano-2,4-diphenyl-6-thioxo-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester (105199-50-6)

Guidance literature:

With acetic acid; In water;

Reference yield:

Piperidine salt of 6-hydroxy-4,6-diphenyl-5-ethoxycarbonyl-3-cyanopiperidine-2-thione (111564-14-8) → 4,6-Diphenyl-5-ethoxycarbonyl-3-cyano-3,4-dihydropyridine-2(1H)-thione (105199-50-6,111564-17-1,111564-24-0) + 4,6-Diphenyl-5-ethoxycarbonyl-3-cyano-3,4-dihydropyridine-2(1H)-thione (105199-50-6,111564-17-1,111564-24-0)

Guidance literature:

With hydrogenchloride; In ethanol; Yield given;

DOI:10.1007/BF00475477

Reference yield:

Piperidine salt of 6-hydroxy-4,6-diphenyl-5-ethoxycarbonyl-3-cyanopiperidine-2-thione (111564-14-8) → 4,6-Diphenyl-5-ethoxycarbonyl-3-cyano-3,4-dihydropyridine-2(1H)-thione (105199-50-6,111564-17-1,111564-24-0) + 4,6-Diphenyl-5-ethoxycarbonyl-3-cyano-3,4-dihydropyridine-2(1H)-thione (105199-50-6,111564-17-1,111564-24-0)

Guidance literature:

With hydrogenchloride; In ethanol; Yield given;

DOI:10.1007/BF00475477

upstream raw materials:

Piperidine salt of 6-hydroxy-4,6-diphenyl-5-ethoxycarbonyl-3-cyanopiperidine-2-thione

Sodium; (4R,5S,6R)-3-cyano-5-ethoxycarbonyl-6-hydroxy-4,6-diphenyl-1,4,5,6-tetrahydro-pyridine-2-thiolate

(Z)-2-benzoyl-3-phenylacrylic acid ethyl ester

Downstream raw materials:

ethyl 5-cyano-1,6-dihydro-6-oxo-2,4-diphenyl-3-pyridinecarboxylate

4,6-Diphenyl-5-ethoxycarbonyl-3-cyanopyridine-2(1H)thione

2,2'-Bis(4,6-diphenyl-5-ethoxycarbonyl-3-cyanopyridyl)disulfide