Methyl 2-(4-oxo-1,3-thiazolidin-2-ylidene)acetate

Base Information

• Chemical Name: Methyl 2-(4-oxo-1,3-thiazolidin-2-ylidene)acetate
• CAS No.: 56196-66-8
• Molecular Formula: C6H7NO3S
• Molecular Weight: 173.192
• European Community (EC) Number: 857-137-1
• DSSTox Substance ID: DTXSID70344761

Synonyms:methyl 2-(4-oxo-1,3-thiazolidin-2-ylidene)acetate;50783-16-9;56196-66-8;Enamine_003560;(4-Oxothiazolidin-2-ylidene)acetic acid methyl ester;DTXSID70344761;26239-22-5;Acetic acid, (4-oxo-2-thiazolidinylidene)-, methyl ester, (E)-

Chemical Property of Methyl 2-(4-oxo-1,3-thiazolidin-2-ylidene)acetate

Chemical Property:

• PSA: 80.70000
• LogP: 0.19260
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 173.01466426
• Heavy Atom Count: 11
• Complexity: 224

Purity/Quality:

methyl2-(4-oxo-1,3-thiazolidin-2-ylidene)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C=C1NC(=O)CS1

Technology Process of Methyl 2-(4-oxo-1,3-thiazolidin-2-ylidene)acetate

There total 4 articles about Methyl 2-(4-oxo-1,3-thiazolidin-2-ylidene)acetate 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: 31.0%

(E)-2-cyano-3-ethoxyacrylic acid methyl ester (71363-39-8) + Methyl thioglycolate (2365-48-2) → 2-Methoxycarbonylmethylene-4-thiazolidinone (56196-66-8)

Guidance literature:

With potassium acetate; In ethanol; for 1h; Heating;

DOI:10.1055/s-1982-30063

Reference yield: 18.0%

(Z)-2-Cyano-3-methoxy-4-methyl-pent-2-enoic acid methyl ester (685-42-7) + Methyl thioglycolate (2365-48-2) → 2-Methoxycarbonylmethylene-4-thiazolidinone (56196-66-8) + 4-Cyano-3-hydroxy-5-isopropyl-thiophene-2-carboxylic acid methyl ester (85092-67-7)

Guidance literature:

With potassium acetate; In methanol; for 7h; Heating;

DOI:10.1055/s-1982-30063

Reference yield:

potassium tert-butylate (865-47-4) + Methyl thioglycolate (2365-48-2) + methyl 2-cyanoacetate (105-34-0) → 2-Methoxycarbonylmethylene-4-thiazolidinone (56196-66-8)

Guidance literature:

In methanol; (2S)-N-methyl-1-phenylpropan-2-amine hydrate;

upstream raw materials:

(E)-2-cyano-3-ethoxyacrylic acid methyl ester

Methyl thioglycolate

(Z)-2-Cyano-3-methoxy-4-methyl-pent-2-enoic acid methyl ester

potassium tert-butylate

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