3-Amino-5-mercapto-1,2,4-triazole

Base Information

• Chemical Name: 3-Amino-5-mercapto-1,2,4-triazole
• CAS No.: 16691-43-3
• Deprecated CAS: 134127-91-6,15988-12-2,29087-39-6,41434-29-1,43162-44-3,29087-39-6,41434-29-1,43162-44-3
• Molecular Formula: C2H4N4S
• Molecular Weight: 116.147
• Hs Code.: 2933.99
• European Community (EC) Number: 240-735-6
• NSC Number: 145149,34807
• UNII: 353F2D8L1Z
• DSSTox Substance ID: DTXSID7044849
• Nikkaji Number: J39.080A
• Wikidata: Q26841259
• ChEMBL ID: CHEMBL3187666
• Mol file: 16691-43-3.mol

Synonyms:3-amino-5-mercapto-1,2,4-triazole;5-amino-4H-1,2,4-triazole-3-thiol

Chemical Property of 3-Amino-5-mercapto-1,2,4-triazole

Chemical Property:

• Appearance/Colour: white to light beige crystalline powder
• Vapor Pressure: 0.312mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.996
• Boiling Point: 389.119 °C at 760 mmHg
• PKA: 12.57±0.20(Predicted)
• Flash Point: 189.133 °C
• PSA: 106.39000
• Density: 1.681 g/cm³
• LogP: 0.25680
• Storage Temp.: Store below +30°C.
• Solubility.: water: soluble25mg/mL, clear, faintly yellow to yellow
• Water Solubility.: SOLUBLE IN HOT WATER
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 116.01566732
• Heavy Atom Count: 7
• Complexity: 128

Purity/Quality:

98% ^*data from raw suppliers

3-Amino-5-mercapto-1,2,4-triazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn,F
• Hazard Codes: Xi,Xn,F
• Statements: 36/37/38-22-11-20/21/22
• Safety Statements: 26-36-36/37/39-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Triazoles
• Canonical SMILES: C1(=NC(=S)NN1)N
• Uses: 3-Amino-5-mercapto-1,2,4-triazole is used as a corrosion inhibitor. It can also be used as a reactant in the synthesis of triazole derivatives. 3-Amino-1,2,4-triazole-5-thiol was used to study the inhibition of corrosion of iron in 3.5% NaCl solutions by low concentrations of ATT and 1,1′-thiocarbonyldiimidazole. It was used to prepare surface-enhanced Raman scattering based pH nano- and microsensor using silver nanoparticles.

Technology Process of 3-Amino-5-mercapto-1,2,4-triazole

There total 12 articles about 3-Amino-5-mercapto-1,2,4-triazole 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: 95.0%

potassium salt of 3-mercapto-5-amino-(1H)-1,2,4-triazole → 5-Amino-3-mercapto-1,2,4-triazole (16691-43-3)

Guidance literature:

With hydrogenchloride; at 25 ℃;

DOI:10.1080/15257770.2017.1423079

Reference yield: 80.1%

aminoguanidine bicarbonate (2582-30-1) → 5-Amino-3-mercapto-1,2,4-triazole (16691-43-3)

Guidance literature:

aminoguanidine bicarbonate; With ammonium thiocyanate; In water; at 80 ℃;

With hydrogenchloride; In water; for 1h;

With sodium hydroxide; In water; for 2h; Reflux;

DOI:10.1080/00958972.2015.1042375

Reference yield: 77.0%

potassium methyl cyanodithioimidocarbonate → 5-amino-3-mercapto-4H-[1,2,4]triazole (16691-43-3)

Guidance literature:

With hydrazine hydrate; In water; a) 30 deg C, 1 h, b) 55 deg C, 1 h;

DOI:10.1002/jhet.5570350408

upstream raw materials:

bithiourea

hydrazine-N,N'-bis-carbothioic acid amide-S-methyl ester

1-ethyl-1-phenyl-dithiobiuret

diethyl hydrazine-1,2-diylbis(thioxomethylene)dicarbamate

Downstream raw materials:

5-(4-Nitro-benzylsulfanyl)-2H-[1,2,4]triazol-3-ylamine

H₂NC₂HN₃SSn(CH₂C₆H₅)3

C₁₀H₉N₅S

5-amino-3-methylthio-1,2,4-triazole

Refernces

• 1、 Elgemeie, Galal H.,Abu-Zaied, Mamdouh A.,Nawwar, Galal A.. "First novel synthesis of triazole thioglycosides as ribavirin analogues". . p. 112 - 123. Retrieved 2018/02/09.
• 2、 Luo, Yin,Zhang, Shuai,Liu, Zhi-Jun,Chen, Wu,Fu, Jie,Zeng, Qing-Fu,Zhu, Hai-Liang. "Synthesis and antimicrobical evaluation of a novel class of 1,3,4-thiadiazole: Derivatives bearing 1,2,4-triazolo[1,5-a]pyrimidine moiety". . p. 54 - 61. Retrieved 2013/07/11.