5-(5-Nitro-2-furyl)-1,3,4-thiadiazole-2-thiol

Base Information

• Chemical Name: 5-(5-Nitro-2-furyl)-1,3,4-thiadiazole-2-thiol
• CAS No.: 16865-27-3
• Molecular Formula: C6H3 N3 O3 S2
• Molecular Weight: 229.24
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80371801
• Mol file: 16865-27-3.mol

Synonyms:16865-27-3;5-(5-Nitro-2-furyl)-1,3,4-thiadiazole-2-thiol;5-(5-nitrofuran-2-yl)-3H-1,3,4-thiadiazole-2-thione;5-(5-Nitrofuran-2-yl)-1,3,4-thiadiazole-2-thiol;1,3,4-Thiadiazole-2(3H)-thione, 5-(5-nitro-2-furanyl)-;HMS548A17;CDS1_000017;Maybridge1_002305;DivK1c_001057;SCHEMBL2506896;DTXSID80371801;MFCD00829129;AKOS004903223;FT-0619680;W-205981;5-(5-Nitrofuran-2-yl)-1,3,4-thiadiazole-2(3H)-thione;5-(5-nitro-2-furyl)-1,3,4-thiadiazole-2-thiol (en)1,3,4-thiadiazole-2(3h)-thione, 5-(5-nitro-2-furanyl)- (en)

Chemical Property of 5-(5-Nitro-2-furyl)-1,3,4-thiadiazole-2-thiol

Chemical Property:

• Vapor Pressure: 1.75E-05mmHg at 25°C
• Melting Point: 175 °C
• Refractive Index: 1.879
• Boiling Point: 363.9°Cat760mmHg
• PKA: 5.42±0.40(Predicted)
• Flash Point: 173.9°C
• PSA: 151.78000
• Density: 1.96g/cm³
• LogP: 2.51820
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 228.96158331
• Heavy Atom Count: 14
• Complexity: 314

Purity/Quality:

98%min ^*data from raw suppliers

5-(5-Nitro-2-furyl)-1,3,4-thiadiazole-2-thiol 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(OC(=C1)[N+](=O)[O-])C2=NNC(=S)S2

Technology Process of 5-(5-Nitro-2-furyl)-1,3,4-thiadiazole-2-thiol

There total 9 articles about 5-(5-Nitro-2-furyl)-1,3,4-thiadiazole-2-thiol 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: 86.0%

2-chloro-5-(5-nitrofuran-2-yl)-1,3,4-thiadiazole (4015-11-6) → 2-mercapto-5-(5-nitro-2-furyl)-1,3,4-thiadiazole (16865-27-3)

Guidance literature:

With thiourea; In ethanol; for 3h; Heating;

Reference yield:

2-chloro-5-(5-nitrofuran-2-yl)-1,3,4-thiadiazole (4015-11-6) → 5-(5-nitro-furan-2-yl)-3H-[1,3,4]thiadiazole-2-thione (16865-27-3)

Guidance literature:

With thiourea; In ethanol; at 78 ℃;

Reference yield:

2-amino-5-(5-nitro-2-furyl)-1,3,4-thiadiazole (712-68-5) → 2-mercapto-5-(5-nitro-2-furyl)-1,3,4-thiadiazole (16865-27-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaNO₂; aq. HCl; Cu

2: thiourea / ethanol / Heating

With hydrogenchloride; copper; thiourea; sodium nitrite; In ethanol;

DOI:10.1016/j.bmcl.2005.11.087

upstream raw materials:

2-chloro-5-(5-nitrofuran-2-yl)-1,3,4-thiadiazole

5-nitrofurane-2-carboxaldehyde

5-nitro-furfural thiosemicarbazone

2-amino-5-(5-nitro-2-furyl)-1,3,4-thiadiazole

Refernces

• 1、 Foroumadi, Alireza,Rineh, Ardeshir,Emami, Saeed,Siavoshi, Farideh,Massarrat, Sadegh,Safari, Fatemeh,Rajabalian, Saeed,Falahati, Mehraban,Lotfali, Ensieh,Shafiee, Abbas. "Synthesis and anti-Helicobacter pylori activity of 5-(nitroaryl)-1,3,4-thiadiazoles with certain sulfur containing alkyl side chain". scheme or table. p. 3315 - 3320. Retrieved 2009/04/11.
• 2、 Foroumadi,Mirzaei,Shafiee. "Antituberculosis agents, I: Synthesis and antituberculosis activity of 2-aryl-1,3,4-thiadiazole derivatives". . p. 610 - 612. Retrieved 2007/10/03.