ethyl 4-(methylsulfanyl)-3-phenyl-2-thioxo-2,3-dihydro-1,3-thiazole-5-carboxylate

Base Information

• Chemical Name: ethyl 4-(methylsulfanyl)-3-phenyl-2-thioxo-2,3-dihydro-1,3-thiazole-5-carboxylate
• CAS No.: 125011-69-0
• Molecular Formula: C₁₃H₁₃NO₂S₃
• Molecular Weight: 311.45
• Mol file: 125011-69-0.mol

Synonyms:4-Methylsulfanyl-3-phenyl-2-thioxo-2,3-dihydro-thiazole-5-carboxylic acid ethyl ester;

Chemical Property of ethyl 4-(methylsulfanyl)-3-phenyl-2-thioxo-2,3-dihydro-1,3-thiazole-5-carboxylate

Chemical Property:

• Melting Point: 132 °C
• Boiling Point: 420.4±55.0 °C(Predicted)
• PKA: -9.77±0.60(Predicted)
• PSA: 116.86000
• Density: 1.40±0.1 g/cm3(Predicted)
• LogP: 4.16690

Purity/Quality:

Ethyl 4-(methylsulfanyl)-3-phenyl-2-thioxo-2,3-dihydro-1,3-thiazole-5-carboxylate ^*data from reagent suppliers

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Technology Process of ethyl 4-(methylsulfanyl)-3-phenyl-2-thioxo-2,3-dihydro-1,3-thiazole-5-carboxylate

There total 2 articles about ethyl 4-(methylsulfanyl)-3-phenyl-2-thioxo-2,3-dihydro-1,3-thiazole-5-carboxylate 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: 40.0%

Methyl ethoxycarbonylmethylxanthogenate + phenyl isothiocyanate (103-72-0) + methyl iodide (74-88-4) → Ethyl methylthio-2-thioxo-3-phenyl-1,3-thiazoline-5-carboxylic acid (125011-69-0)

Guidance literature:

With sodium t-butanolate; In N,N-dimethyl-formamide; 1) Phenyl isothiocyanate, 2) MeI;

DOI:10.1007/BF00479932

Reference yield:

ethyl 2-(ethoxythiocarbonylthio)acetate (3278-34-0) + phenyl isothiocyanate (103-72-0) + methyl iodide (74-88-4) → Ethyl methylthio-2-thioxo-3-phenyl-1,3-thiazoline-5-carboxylic acid (125011-69-0)

Guidance literature:

With sodium t-butanolate; Yield given. Multistep reaction; 1.) DMF, ice-bath, 2 h, 2.) 2 h;

DOI:10.1016/S0040-4020(01)89877-X

upstream raw materials:

ethyl 2-(ethoxythiocarbonylthio)acetate

phenyl isothiocyanate

methyl iodide

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