Diethyl 2-mercapto-4,5-imidazoledicarboxylate

Base Information

• Chemical Name: Diethyl 2-mercapto-4,5-imidazoledicarboxylate
• CAS No.: 69039-88-9
• Molecular Formula: C₉H₁₂N₂O₄S
• Molecular Weight: 244.271
• DSSTox Substance ID: DTXSID70401429
• NSC Number: 514472,116095
• Mol file: 69039-88-9.mol

Synonyms:diethyl 2-mercapto-4,5-imidazoledicarboxylate;69039-88-9;NSC514472;Oprea1_460997;SCHEMBL7885491;DTXSID70401429;WSUPBCLPPKCHHU-UHFFFAOYSA-N;NSC116095;NSC-116095;NSC-514472;diethyl 2-mercapto-4,5-imidazole-dicarboxylate

Chemical Property of Diethyl 2-mercapto-4,5-imidazoledicarboxylate

Chemical Property:

• Vapor Pressure: 0.000144mmHg at 25°C
• Boiling Point: 332.7°C at 760 mmHg
• Flash Point: 155°C
• Density: 1.36g/cm³
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 244.05177804
• Heavy Atom Count: 16
• Complexity: 333

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=S)N1)C(=O)OCC

Technology Process of Diethyl 2-mercapto-4,5-imidazoledicarboxylate

There total 4 articles about Diethyl 2-mercapto-4,5-imidazoledicarboxylate 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: 45.0%

→ 2-Mercapto-imidazol-4,5-dicarbonsaeurediethylester (69039-88-9)

Guidance literature:

Reference yield:

1-iodo-propane (107-08-4) + diethyl 2-methylthio-4,5-imidazoledicarboxylate (117121-00-3) → 2-Mercapto-imidazol-4,5-dicarbonsaeurediethylester (69039-88-9)

Guidance literature:

Reference yield:

ethyl N-formylglycinate (3154-51-6) + oxalic acid diethyl ester (95-92-1) → diethyl 2-mercapto-4,5-imidazoledicarboxylate (69039-88-9)

Guidance literature:

With hydrogenchloride; potassium thioacyanate; sodium; Yield given. Multistep reaction; 1) ethanol, room temperature, overnight; 2) water, 40-60 deg C, 6 h;

DOI:10.1021/jm00121a023

upstream raw materials:

ethyl N-formylglycinate

potassium thioacyanate

oxalic acid diethyl ester

1-iodo-propane

Downstream raw materials:

imidazole 4,5-dicarboxylic acid diethyl ester

diethyl 1-methyl-2-(methylthio)-imidazole-4,5-dicarboxylate

Refernces

• 1、 Anderson, Wayne K.,Bhattacharjee, Debkumar,Houston, D. Michael. "Design, Synthesis, Antineoplastic Activity, and Chemical Properties of Bis(carbamate) Derivatives of 4,5-Bis(hydroxymethyl)imidazole". . p. 119 - 127. Retrieved 2007/10/02.