5-(3-Nitrophenyl)-1,3,4-oxadiazole-2-thiol

Base Information

• Chemical Name: 5-(3-Nitrophenyl)-1,3,4-oxadiazole-2-thiol
• CAS No.: 41421-07-2
• Molecular Formula: C8H5N3O3S
• Molecular Weight: 223.212
• Hs Code.: 2934999090
• NSC Number: 516835
• DSSTox Substance ID: DTXSID90355258
• Nikkaji Number: J920.513F
• Mol file: 41421-07-2.mol

Synonyms:5-(3-nitrophenyl)-1,3,4-oxadiazole-2-thiol;41421-07-2;5-(3-nitrophenyl)-3H-1,3,4-oxadiazole-2-thione;NSC516835;5-(3-Nitro-phenyl)-[1,3,4]oxadiazole-2-thiol;DTXSID90355258;STK869194;AKOS000296848;AKOS023553164;NSC-516835;1-Amino-2-methylnaphthaleneHydrochloride;CS-0233180;EN300-13156;AB00089690-01;Z90123304

Chemical Property of 5-(3-Nitrophenyl)-1,3,4-oxadiazole-2-thiol

Chemical Property:

• Vapor Pressure: 0.000153mmHg at 25°C
• Boiling Point: 331.7°Cat760mmHg
• Flash Point: 154.4°C
• PSA: 119.73000
• Density: 1.66g/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: 326

Purity/Quality:

99% ^*data from raw suppliers

5-(3-nitrophenyl)-1,3,4-oxadiazole-2-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])C2=NNC(=S)O2

Technology Process of 5-(3-Nitrophenyl)-1,3,4-oxadiazole-2-thiol

There total 15 articles about 5-(3-Nitrophenyl)-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: 92.0%

carbon disulfide (75-15-0,12122-00-8) + 3-nitrobenzoic acid hydrazide (618-94-0) → 5-(3-nitrophenyl)-1,3,4-oxadiazole-2-thiol (41421-07-2)

Guidance literature:

With potassium hydroxide; In ethanol; for 20h; Reflux;

DOI:10.1021/acs.jmedchem.5b00608

Reference yield: 90.0%

potassium isopropylxanthate (140-92-1) + 3-nitrobenzoic acid hydrazide (618-94-0) → 5-(3-nitrophenyl)-1,3,4-oxadiazole-2-thiol (41421-07-2)

Guidance literature:

In N,N-dimethyl-formamide; for 0.05h; Temperature; Time; Microwave irradiation;

Reference yield: 84.02%

→ 5-(3-nitrophenyl)-1,3,4-oxadiazole-2-thiol (41421-07-2)

Guidance literature:

With potassium hydroxide; In ethanol; at 80 ℃; for 3h; Cooling with ice;

upstream raw materials:

carbon disulfide

3-nitrobenzoic acid hydrazide

3-nitrobenzoic acid

methyl 3-nitrobenzoate

Downstream raw materials:

3-(3-nitro-benzoylamino)-2-thioxo-2,3-dihydro-1H-quinazolin-4-one

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

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

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

Refernces

• 1、 -. "Pleuromutilin derivative with 1, 3, 4-oxadiazole side chain and preparation and application thereof". Paragraph 0055-0056; 0070; 0090; 0094; 0095; 0103. . Retrieved 2021/07/24.
• 2、 Cao, Xiao,Liu, Fang,Liu, Liwei,Liu, Tingting,Peng, Feng,Wang, Qifan,Xie, Chengwei,Xue, Wei,Yang, Jinsong. "Antibacterial and Antiviral Activities of 1,3,4-Oxadiazole Thioether 4H-Chromen-4-one Derivatives". . p. 11085 - 11094. Retrieved 2021/10/01.