Methyl 3-isothiocyanatothiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 3-isothiocyanatothiophene-2-carboxylate
• CAS No.: 81321-10-0
• Molecular Formula: C7H5 N O2 S2
• Molecular Weight: 199.254
• Hs Code.: 2934999090
• European Community (EC) Number: 814-284-6
• DSSTox Substance ID: DTXSID70380528
• Nikkaji Number: J307.970H
• Mol file: 81321-10-0.mol

Synonyms:methyl 3-isothiocyanatothiophene-2-carboxylate;81321-10-0;METHYL3-ISOTHIOCYANATOTHIOPHENE-2-CARBOXYLATE;methyl 3-isothiocyanato-2-thiophenecarboxylate;SCHEMBL2919829;3-isothiocyanato-2-thiophenecarboxylic acid methyl ester;DTXSID70380528;RKBLURUDWDTMOB-UHFFFAOYSA-N;MFCD00052589;STL185520;AKOS005071393;FT-0628567;EN300-42575;8R-1326;J-522188;3-isothiocyanato-thiophene-2-carboxylic acid methyl ester;METHYL 3-ISOISOTHIOCYANATOTHIOPHENE-2-CARBOXYLATE

Chemical Property of Methyl 3-isothiocyanatothiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 8.7E-05mmHg at 25°C
• Melting Point: 57oC
• Boiling Point: 340.3°C at 760 mmHg
• Flash Point: 159.6°C
• PSA: 98.99000
• Density: 1.35g/cm³
• LogP: 2.26900
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 198.97617075
• Heavy Atom Count: 12
• Complexity: 225

Purity/Quality:

98%min ^*data from raw suppliers

Methyl3-Isothiocyanatothiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CS1)N=C=S

Technology Process of Methyl 3-isothiocyanatothiophene-2-carboxylate

There total 4 articles about Methyl 3-isothiocyanatothiophene-2-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: 85.0%

Methyl 3-aminothiophene-2-carboxylate (22288-78-4) + thiophosgene (463-71-8) → 3-isothiocyanato-2-thiophenecarboxylic acid methyl ester (81321-10-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 ℃;

Reference yield:

Methyl 3-aminothiophene-2-carboxylate (22288-78-4) → 3-isothiocyanato-2-thiophenecarboxylic acid methyl ester (81321-10-0)

Guidance literature:

With Dipropyltryptamine; In dichloromethane; at 20 ℃;

DOI:10.2174/1573406410666140228152807

Reference yield:

Methyl 2-aminothiophene-3-carboxylate (4651-81-4) + thiophosgene (463-71-8) → 3-isothiocyanato-2-thiophenecarboxylic acid methyl ester (81321-10-0)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; water;

upstream raw materials:

Methyl 3-aminothiophene-2-carboxylate

thiophosgene

Methyl 2-aminothiophene-3-carboxylate

Downstream raw materials:

2-mercapto-3-(2-methyl-2-propenyl)thieno<3,2-d>pyrimidin-4(3H)-one

C₁₆H₂₃N₃O₃S₂

C₂₅H₃₃N₃O₃S₂

C₂₀H₂₅N₃OS₂

Refernces

• 1、 -. "ANT-LIGANDS MOLECULES AND BIOLOGICAL APPLICATIONS". Page/Page column 10. . Retrieved 2011/04/25.
• 2、 Perdicaro, Antonio,Granata, Giuseppe,Marrazzo, Agostino,Santagati, Andrea. "Copper-catalyzed coupling reaction of 2-thioxo-4-quinazolinone and thieno[3,2-d]pyrimidin-4-one methane sulphonamide with aryl iodides: Preparation of potential COX-2 selective inhibitors". . p. 723 - 737. Retrieved 2008/09/16.