5-Phenyl-1H-1,2,4-triazole-3-thiol

Base Information

• Chemical Name: 5-Phenyl-1H-1,2,4-triazole-3-thiol
• CAS No.: 3414-94-6
• Molecular Formula: C8H7N3S
• Molecular Weight: 177.23
• Hs Code.: 2933990090
• European Community (EC) Number: 626-000-6
• NSC Number: 11565
• UNII: V3LV9TS8XD
• DSSTox Substance ID: DTXSID80187742
• Nikkaji Number: J49.187J
• Pharos Ligand ID: RARHTWX8WQXZ
• ChEMBL ID: CHEMBL85091
• Mol file: 3414-94-6.mol

Synonyms:3414-94-6;5-Phenyl-1H-1,2,4-triazole-3-thiol;5-phenyl-4H-1,2,4-triazole-3-thiol;3-phenyl-1H-1,2,4-triazole-5-thiol;5-phenyl-1,2-dihydro-1,2,4-triazole-3-thione;5-Phenyl-s-triazole-3-thiol;1H-1,2,4-TRIAZOLE-3-THIOL, 5-PHENYL-;3-Phenyl-1,2,4-triazole-5-thiol;NSC 11565;V3LV9TS8XD;1,4-Dihydro-5-phenyl-3H-1,2,4-triazole-3-thione;CHEMBL85091;3H-1,2,4-Triazole-3-thione, 1,2-dihydro-5-phenyl-;2-Fenil-5-mercapto-1,3,4-triazolo [Italian];NSC-11565;2-Fenil-5-mercapto-1,3,4-triazolo;3-Mercapto-5-phenyl-1,2,4-triazole;3H-1,2,4-Triazole-3-thione, 1,4-dihydro-5-phenyl-;5-Phenyl-2H-1,2,4-triazole-3-thiol;5-phenyl-4H-1,2,4-triazol-3-yl hydrosulfide;delta2-1,2,4-Triazoline-5-thione, 3-phenyl-;.DELTA.2-1,2,4-Triazoline-5-thione, 3-phenyl-;NSC11565;MFCD00051814;Maybridge1_006115;UNII-V3LV9TS8XD;SCHEMBL143807;5-mercapto-3-phenyl-s-triazole;HMS558N21;DTXSID80187742;HMS1584C12;BDBM50569304;STK041409;5-mercapto-3-phenyl-1,2,4-triazole;AKOS000267109;AKOS000271326;AKOS002665280;AKOS015934956;FS-1305;MB00459;MS-2946;3-PHENYL-5-MERCAPTO-S-TRIAZOLE;S-TRIAZOLE-3-THIOL, 5-PHENYL-;1H-1,4-Triazole-3-thiol, 5-phenyl-;5-phenyl-1h-[1,2,4]triazole-3-thiol;5-phenyl-4h-[1,2,4]triazole-3-thiol;RF 00489;1H-1,2,4-triazole-5-thiol, 3-phenyl-;5-PHENYL-1,2,4-TRIAZOLE-3-THIOL;LS-156139;A6049;CS-0309170;FT-0616324;EN300-16515;5-Phenyl-1H-1,2,4-triazole-3-thiol, 95%;I11530;.DELTA.2-1,4-Triazoline-5-thione, 3-phenyl-;3-phenyl-1,4-dihydro-1,2,4-triazole-5-thione;3-phenyl4,5-dihydro-1,2,4-triazole-5-thione;3-Phenyl-1,2,4-triazole-5-thiol hydrate, 98%;A822100;AF-615/00099044;SR-01000518134;5-phenyl-1,2-dihydro-3H-1,2,4-triazole-3-thione;J-019468;SR-01000518134-1;3H-1,4-Triazole-3-thione, 1,2-dihydro-5-phenyl-;F1727-0312;1,2-DIHYDRO-5-PHENYL-3H-1,2,4-TRIAZOLE-3-THIONE

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

Chemical Property:

• Vapor Pressure: 0.00796mmHg at 25°C
• Melting Point: 254-255 °C
• Refractive Index: 1.731
• Boiling Point: 267.8 °C at 760 mmHg
• Flash Point: 115.8 °C
• PSA: 80.37000
• Density: 1.39 g/cm³
• LogP: 1.76040
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 177.03606841
• Heavy Atom Count: 12
• Complexity: 218

Purity/Quality:

97% ^*data from raw suppliers

5-Phenyl-1H-1,2,4-triazole-3-thiol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC(=S)NN2
• General Description: 5-Phenyl-4H-1,2,4-triazole-3-thiol is a heterocyclic compound that serves as a key reactant in condensation reactions, such as with monochloroacetaldehyde, to form diverse derivatives like hydroxythiazolins, thiazolo[3,2-b]1,2,4-triazoles, and thiazolines. The structural and spectral properties of the resulting products depend on reaction conditions, highlighting its versatility in synthesizing heterocyclic frameworks with potential applications in medicinal or materials chemistry.

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

There total 64 articles about 5-Phenyl-1H-1,2,4-triazole-3-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: 96.0%

ammonium thiocyanate (1147550-11-5) + benzoyl chloride (98-88-4) → 5-phenyl-1,2-dihydro-1,2,4-triazole-3-thione (3414-94-6)

Guidance literature:

ammonium thiocyanate; benzoyl chloride; In neat (no solvent); at 20 ℃; Milling; Green chemistry;

With hydrazine hydrate; In neat (no solvent); at 20 ℃; for 0.0258333h; Milling; Green chemistry;

DOI:10.1002/jhet.4063

Reference yield: 93.0%

benzoyl thiosemicarbazide (5351-66-6) → 5-phenyl-4H-1,2,4-triazol-3-thiol (3414-94-6)

Guidance literature:

With sodium hydroxide; In water; Reflux;

DOI:10.1016/j.bioorg.2019.01.005

Reference yield: 90.0%

4-benzyl-3-phenyl-5-(phenylsulfanyl)-4H-1,2,4-triazole → 5-phenyl-4H-1,2,4-triazol-3-thiol (3414-94-6)

Guidance literature:

With aluminum (III) chloride; In toluene; at 60 ℃; for 4h;

DOI:10.1016/j.tetlet.2013.06.067

upstream raw materials:

benzoyl thiosemicarbazide

4-benzoyl-1-carbamoyl thiosemicarbazide

N-(2-acetylhydrazine-1-carbonothioyl)benzamide

4-acetyl-1-benzoyl thiosemicarbazide

Downstream raw materials:

5-Phenyl-1-vinyl-3-vinylsulfanyl-1H-[1,2,4]triazole

3-Phenyl-1-vinyl-5-vinylsulfanyl-1H-[1,2,4]triazole

5-phenyl-3-(vinylthio)-1H-1,2,4-triazole

1-Chloro-3-(5-phenyl-1H-[1,2,4]triazol-3-ylsulfanyl)-propan-2-ol

Refernces

Heterocycles, 60: Condensation of 5-phenyl-1,2,4-triazole-3-thiol with monochloroacetaldehyde

10.1002/ardp.19873200609

The research investigates the condensation reaction between 5-phenyl-1,2,4-triazole-3-thiol and monochloroacetaldehyde. The purpose is to study the chemical and spectral properties of the resulting products. The study found that the reaction in acetone at room temperature yielded a compound that did not react with 2,4-DNPH and was identified as a hydroxythiazolin derivative through IR, UV, and 1H-NMR spectroscopy. Further reactions under different conditions produced various derivatives, including thiazolo[3,2-b]1,2,4-triazoles and thiazolines. The research concludes that the structure and properties of these compounds are influenced by the reaction conditions and the presence of different functional groups, providing insights into the mechanisms and outcomes of such condensation reactions.