5-(4-Nitro-phenyl)-[1,3,4]oxadiazole-2-thiol

Base Information

• Chemical Name: 5-(4-Nitro-phenyl)-[1,3,4]oxadiazole-2-thiol
• CAS No.: 23766-30-5
• Molecular Formula: C8H5N3O3S
• Molecular Weight: 223.212
• Hs Code.: 2934999090
• NSC Number: 516837
• DSSTox Substance ID: DTXSID60350533
• Mol file: 23766-30-5.mol

Synonyms:23766-30-5;5-(4-nitrophenyl)-[1,3,4]oxadiazole-2-thiol;5-(4-Nitro-phenyl)-[1,3,4]oxadiazole-2-thiol;5-(4-nitrophenyl)-1,3,4-oxadiazole-2(3h)-thione;203268-74-0;1,3,4-Oxadiazole-2(3H)-thione, 5-(4-nitrophenyl)-;5-(4-nitrophenyl)-3H-1,3,4-oxadiazole-2-thione;NSC516837;SCHEMBL6600158;DTXSID60350533;CCG-1065;AKOS000583098;CCG-240571;NSC-516837

Chemical Property of 5-(4-Nitro-phenyl)-[1,3,4]oxadiazole-2-thiol

Chemical Property:

• Vapor Pressure: 9.17E-05mmHg at 25°C
• Refractive Index: 1.751
• Boiling Point: 339.5 °C at 760 mmHg
• Flash Point: 159.1 °C
• PSA: 119.73000
• Density: 1.66 g/cm³
• LogP: 2.83060
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 223.00516220
• Heavy Atom Count: 15
• Complexity: 318

Purity/Quality:

99% ^*data from raw suppliers

1,3,4-OXADIAZOLE-2(3H)-THIONE, 5-(4-NITROPHENYL)- 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NNC(=S)O2)[N+](=O)[O-]

Technology Process of 5-(4-Nitro-phenyl)-[1,3,4]oxadiazole-2-thiol

There total 22 articles about 5-(4-Nitro-phenyl)-[1,3,4]oxadiazole-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: 93.0%

carbon disulfide (75-15-0,12122-00-8) + N-amino-(4-nitrophenyl)carboxamide (636-97-5) → 5-(4-nitrophenyl)-1,3,4-oxadiazole-2(3H)-thione (23766-30-5)

Guidance literature:

With aluminum oxide; potassium hydroxide; In ethanol; for 0.116667h; Microwave irradiation;

DOI:10.1016/j.bioorg.2015.04.003

Reference yield: 87.0%

potassium isopropylxanthate (140-92-1) + N-amino-(4-nitrophenyl)carboxamide (636-97-5) → 5-(p-nitrophenyl)-2-mercapto-1,3,4-oxadiazole (23766-30-5,203268-74-0)

Guidance literature:

In N,N-dimethyl-formamide; for 0.0666667h; Temperature; Time; Microwave irradiation;

Reference yield: 77.0%

carbon disulfide (75-15-0,12122-00-8) + N-amino-(4-nitrophenyl)carboxamide (636-97-5) → 5-(p-nitrophenyl)-2-mercapto-1,3,4-oxadiazole (23766-30-5,203268-74-0)

Guidance literature:

With N,N-dimethyl-formamide; for 20h; Sonication; Green chemistry;

DOI:10.1007/s11030-020-10125-y

upstream raw materials:

carbon disulfide

N-amino-(4-nitrophenyl)carboxamide

ethyl 4-nitrobenzoate

4-nitro-benzoic acid

Downstream raw materials:

4-amino-5-(4-nitrophenyl)-1,2,4-triazole-3-thiol

S-(5-(4-nitrophenyl)-4-amino-1,2,4-triazole-3-yl) naphthalene-1-carbothioate

2-[(1-methylethyl)thio]-5-(4-nitrophenyl)-1,3,4-oxadiazole

2-(butylthio)-5-(4-nitrophenyl)-1,3,4-oxadiazole

Refernces

• 1、 An, Yu,Xu, Gang,Cai, Menglu,Wang, Shihui,Wang, Xiao zhong,Chen, Yingqi,Dai, Liyan. "Efficient formation of C–S bond using heterocyclic thiones and arynes". . . Retrieved 2020/12/23.
• 2、 Yarmohammadi, Elahe,Beyzaei, Hamid,Aryan, Reza,Moradi, Ashraf. "Ultrasound-assisted, low-solvent and acid/base-free synthesis of 5-substituted 1,3,4-oxadiazole-2-thiols as potent antimicrobial and antioxidant agents". . p. 2367 - 2378. Retrieved 2020/08/10.