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

Base Information

• Chemical Name: 5-(2-Methylphenyl)-1,3,4-oxadiazole-2-thiol
• CAS No.: 2503-66-4
• Molecular Formula: C9H8 N2 O S
• Molecular Weight: 192.241
• DSSTox Substance ID: DTXSID50354469
• Nikkaji Number: J2.215.210F
• ChEMBL ID: CHEMBL1525902
• Mol file: 2503-66-4.mol

Synonyms:5-(2-methylphenyl)-1,3,4-oxadiazole-2-thiol;2503-66-4;5-o-Tolyl-3H-[1,3,4]oxadiazole-2-thione;5-(o-tolyl)-1,3,4-oxadiazole-2-thiol;5-(2-methylphenyl)-3H-1,3,4-oxadiazole-2-thione;MLS000029608;SMR000009336;5-(2-methylphenyl)-2,3-dihydro-1,3,4-oxadiazole-2-thione;ChemDiv2_000218;1,3,4-Oxadiazole-2(3H)-thione,5-(2-methylphenyl)-;cid_774385;CHEMBL1525902;SCHEMBL14112946;BDBM42577;DTXSID50354469;HMS1369J20;HMS2304F03;CCG-15890;MFCD00992514;STK803252;TOD101369;AKOS000117845;AKOS000678822;EU-0003096;5-(o-tolyl)-3H-1,3,4-oxadiazole-2-thione;EN300-09967;F76856;5-(2-Methylphenyl)-1,3,4-oxadiazol-2(3h)-thione;J-015785;J-516134;Z56347055;F0451-7228;F2146-0001

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

Chemical Property:

• Melting Point: 181-182℃
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 192.03573406
• Heavy Atom Count: 13
• Complexity: 252

Purity/Quality:

NLT 98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C2=NNC(=S)O2

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

There total 14 articles about 5-(2-Methylphenyl)-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: 91.0%

Thiram (137-26-8,93196-73-7) + 2-methylbenzohydrazide (7658-80-2) → 5-(2-methylphenyl)-1,3,4-oxadiazole-2-thiol (2503-66-4)

Guidance literature:

In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.05.011

Reference yield: 83.48%

→ 5-(2-methylphenyl)-1,3,4-oxadiazole-2-thiol (2503-66-4)

Guidance literature:

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

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + 2-methylbenzohydrazide (7658-80-2) → 5-o-tolyl-3H-[1,3,4]oxadiazole-2-thione (2503-66-4)

Guidance literature:

Multistep reaction; (i) aq. KOH, EtOH, (ii) /BRN= 1098293/;

upstream raw materials:

carbon disulfide

2-methylbenzohydrazide

ortho-methylbenzoic acid

ethyl 2-methylbenzoate

Downstream raw materials:

4-amino-2,4-dihydro-5-(2-methylphenyl)-3H-1,2,4-triazole-3-thione

2-chloro-5-[[(5-(o-tolyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine

2-((2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethyl)thio)-5-(o-tolyl)-1,3,4-oxadiazole

dimethyl-(5-o-tolyl-[1,3,4]oxadiazol-2-yl)-amine

Refernces

• 1、 Cheng, Wanqing,Fan, Jiangping,Guo, Yong,Han, Meiyue,Ma, Nannan,Yan, Xiaoting,Yang, Ruige. "Development of Novel (+)-Nootkatone Thioethers Containing 1,3,4-Oxadiazole/Thiadiazole Moieties as Insecticide Candidates against Three Species of Insect Pests". . p. 15544 - 15553. Retrieved 2022/01/03.
• 2、 Baud, Damien,Bebrone, Carine,Becker, Katja,Benvenuti, Manuela,Cerboni, Giulia,Chelini, Giulia,Cutolo, Giuliano,De Luca, Filomena,Docquier, Jean-Denis,Feller, Georges,Fischer, Marina,Galleni, Moreno,Gavara, Laurent,Gresh, Nohad,Kwapien, Karolina,Legru, Alice,Mangani, Stefano,Mercuri, Paola,Pozzi, Cecilia,Sannio, Filomena,Sevaille, Laurent,Tanfoni, Silvia,Verdirosa, Federica,Berthomieu, Dorothée,Bestgen, Beno?t,Frère, Jean-Marie,Hernandez, Jean-Fran?ois. "4-Amino-1,2,4-triazole-3-thione-derived Schiff bases as metallo-β-lactamase inhibitors". supporting information. . Retrieved 2020/09/16.