2-Furoyl isothiocyanate

Base Information

• Chemical Name: 2-Furoyl isothiocyanate
• CAS No.: 26172-44-1
• Molecular Formula: C₆H₃NO₂S
• Molecular Weight: 153.161
• European Community (EC) Number: 860-777-4,671-041-5
• DSSTox Substance ID: DTXSID50374703
• Nikkaji Number: J3.121.908F
• Mol file: 26172-44-1.mol

Synonyms:2-Furoyl isothiocyanate;80440-95-5;furan-2-carbonyl isothiocyanate;Furancarbonyl isothiocyanate;2-Furoylisothiocyanate;26172-44-1;furoyl isothiocyanate;2-Furancarbonyl isothiocyanate;SCHEMBL3499665;DTXSID50374703;2-furanyl(isothiocyanato)methanone;ILQPDHJLKUOZTC-UHFFFAOYSA-N;furan-2-yl(isothiocyanato)methanone;MFCD00060332;AKOS000111507;BP-10135;FT-0641761;EN300-20131;A839911

Chemical Property of 2-Furoyl isothiocyanate

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 152.98844951
• Heavy Atom Count: 10
• Complexity: 186

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-Furoyl isothiocyanate

There total 12 articles about 2-Furoyl isothiocyanate 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: 87.0%

2-furancarbonyl chloride (527-69-5) + ammonium thiocyanate (1147550-11-5) → 2-furoylisothiocyanate (26172-44-1)

Guidance literature:

at 20 ℃; for 0.5h;

DOI:10.1080/10426500902893209

Reference yield: 78.0%

2-furancarbonyl chloride (527-69-5) + potassium thioacyanate (333-20-0) → 2-furoylisothiocyanate (26172-44-1)

Guidance literature:

With tetrabutylammomium bromide; In water; benzene; for 2h; Ambient temperature;

Reference yield:

2-furanoic acid (88-14-2) → 2-furoylisothiocyanate (26172-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / toluene / 70 °C

2: ethyl acetate / 0 °C

With thionyl chloride; In ethyl acetate; toluene;

DOI:10.1016/S0960-894X(98)00702-1

upstream raw materials:

2-furancarbonyl chloride

lead(II) thiocyanate

potassium thioacyanate

ammonium thiocyanate

Downstream raw materials:

5-furan-2-yl-2-phenyl-2,4-dihydro-[1,2,4]triazole-3-thione

Furan-2-carboxylic acid {N'-[2-(4-methoxy-phenoxy)-acetyl]-hydrazinocarbothioyl}-amide

Furan-2-carboxylic acid [N'-(2-p-tolyloxy-acetyl)-hydrazinocarbothioyl]-amide

Furan-2-carboxylic acid [N'-(2-o-tolyloxy-acetyl)-hydrazinocarbothioyl]-amide

Refernces

• 1、 El-Sayed, Amira A.,Farag, Paula S.,Hemdan, Magdy M.. "Nano nickel [1,2,4]-triazole-3-thiones complex: Design, sonochemical synthesis, and antimicrobial evaluation". . p. 3428 - 3441. Retrieved 2020.
• 2、 Chudov,Levchenko,Yarovenko,Krayushkin,Barachevskii,Baryshnikova,Grebennikov. "Synthesis of photoactive 5-aroyl-4-furyl-2-(morpholin-4-yl)thiazoles". . p. 1074 - 1077. Retrieved 2015.
• 3、 Insuasty, Henry,Insuasty, Braulio,Castro, Edison,Quiroga, Jairo,Abonia, Rodrigo,Nogueras, Manuel,Cobo, Justo. "Three practical approaches for the synthesis of novel 4,7- dihetarylpyrazolo[1,5-a][1,3,5]triazines". . p. 9384 - 9390,7. Retrieved 2012.
• 4、 Cairo, Raúl Ramos,Stevens, Ana María Plutín,de Oliveira, Tamires Donizeth,Batista, Alzir A.,Castellano, Eduardo E.,Duque, Julio,Soria, Delia B.,Fantoni, Adolfo C.,Corrêa, Rodrigo S.,Erben, Mauricio F.. "Understanding the conformational changes and molecular structure of furoyl thioureas upon substitution". . p. 8 - 17. Retrieved 2017.