5-Phenyl-1,3,4-thiadiazole-2-thiol

Base Information

• Chemical Name: 5-Phenyl-1,3,4-thiadiazole-2-thiol
• CAS No.: 5585-19-3
• Molecular Formula: C8H6N2S2
• Molecular Weight: 194.281
• Hs Code.: 2934999090
• European Community (EC) Number: 691-884-2
• DSSTox Substance ID: DTXSID40204444
• Nikkaji Number: J970.125G
• ChEMBL ID: CHEMBL596215
• Mol file: 5585-19-3.mol

Synonyms:5-Phenyl-1,3,4-thiadiazole-2-thiol;5585-19-3;1,3,4-Thiadiazole-2-thiol, 5-phenyl-;5-phenyl-3H-1,3,4-thiadiazole-2-thione;5-Phenyl-1,3,4-thiadiazole-2(3H)-thione;L 1542;2-Mercapto-5-fenil-1,3,4-tiadiazolo [Italian];CHEMBL596215;2-Mercapto-5-fenil-1,3,4-tiadiazolo;D0N3DW;SCHEMBL969040;DTXSID40204444;ZTLMHGOWADYAHM-UHFFFAOYSA-N;BDBM50320718;MFCD01681863;5-phenyl-1,3,4-thiadiazol-2-thiol;AKOS003056166;AS-66054;PD182660;LS-150315;EN300-70081;F9995-0977;Z1123806435

Chemical Property of 5-Phenyl-1,3,4-thiadiazole-2-thiol

Chemical Property:

• Vapor Pressure: 0.00124mmHg at 25°C
• Melting Point: 213-215℃
• Refractive Index: 1.746
• Boiling Point: 298.8 °C at 760 mmHg
• PKA: 5.96±0.40(Predicted)
• Flash Point: 134.5 °C
• PSA: 92.82000
• Density: 1.41 g/cm³
• LogP: 2.49380
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 193.99724055
• Heavy Atom Count: 12
• Complexity: 219

Purity/Quality:

99%, ^*data from raw suppliers

5-phenyl-1,3,4-thiadiazole-2-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NNC(=S)S2

Technology Process of 5-Phenyl-1,3,4-thiadiazole-2-thiol

There total 28 articles about 5-Phenyl-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: 82.3%

carbon disulfide (75-15-0,12122-00-8) + benzoic acid hydrazide (613-94-5) → 5-phenyl-1,3,4-thiadiazole-2-thiol (5585-19-3)

Guidance literature:

carbon disulfide; benzoic acid hydrazide; With potassium hydroxide; In ethanol; water; at 20 ℃; for 3h;

With sulfuric acid; at 5 ℃; for 2h;

DOI:10.1016/j.bmcl.2014.12.038

Reference yield: 78.0%

N-benzoyl-N'-ethoxycarbonyl hydrazine (10465-97-1) → 5-phenyl-1,3,4-thiadiazolin-2-one (24028-40-8) + 2-phenyl-1,3,4-thiadiazole-5(4H)-thione (5585-19-3)

Guidance literature:

With Lawessons reagent; In xylene; at 140 ℃; for 1h;

Reference yield: 78.0%

2-chloro-5-phenyl-[1,3,4]thiadiazole (13373-11-0) → 5-phenyl-1,3,4-thiadiazole-2-thiol (5585-19-3)

Guidance literature:

With thiourea; In ethanol; Heating;

DOI:10.1211/146080800128735430

upstream raw materials:

2-phenyl-1,3,4-oxadiazole

phenyl-1,3,4-thiadiazole

1-thiobenzoyl-thiosemicarbazide

N'-[2-(phenyl)-acetyl]-formic acid hydrazide

Downstream raw materials:

5-benzylthio-2-phenyl-1,3,4-thiadiazole

2-methylmercapto-5-phenyl-1,3,4-thiadiazole

bis-(phenyl-[1,3,4]thiadiazol-2-yl)-disulfide

3-Methyl-5-phenyl-1,3,4-thiadiazol-2(3H)-thion

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、 Kaneko, Daiki,Ninomiya, Masayuki,Yoshikawa, Rina,Ono, Yukari,Sonawane, Amol D.,Tanaka, Kaori,Nishina, Atsuyoshi,Koketsu, Mamoru. "Synthesis of [1,2,4]triazolo[4,3-a]quinoxaline-1,3,4-oxadiazole derivatives as potent antiproliferative agents via a hybrid pharmacophore approach". . . Retrieved 2020/10/06.