16226-98-5

Basic information

• Product Name: 3H-1,2,4-Triazole-3-thione, 5-amino-2,4-dihydro-4-(4-methylphenyl)-
• CAS NO: 16226-98-5
• Molecular Formula: C9H10N4S
• Molecular Weight: 206.271
• Mol File: 16226-98-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3H-1,2,4-Triazole-3-thione, 5-amino-2,4-dihydro-4-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3H-1,2,4-Triazole-3-thione, 5-amino-2,4-dihydro-4-(4-methylphenyl)-(16226-98-5)
• EPA Substance Registry System: 3H-1,2,4-Triazole-3-thione, 5-amino-2,4-dihydro-4-(4-methylphenyl)-(16226-98-5)

Safety Data

• Hazardous Substances Data: 16226-98-5(Hazardous Substances Data)

Upstream product

• 142-46-1 bithiourea 
• 106-49-0 p-toluidine 
• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 62-53-3 aniline 
• 2349-67-9 5-amino-3H-[1,3,4]thiadiazole-2-thione 
• 420-04-2 CYANAMID 
• 105941-45-5 4-p-tolyl thiosemicarbazide; hydrochloride 
• 79010-47-2 C₁₆H₁₈N₄S₂ 
• 79010-48-3 C₁₀H₁₄N₄S₂ 

Relevant articles and documents

The reactions of hydroiodide of 2-amino-1-substituted guanidine derivatives with aromatic isothiocyanates

In the reaction of hydroiodide of methyl ester of S-methylthio-semicarbazide with primary amines hydroiodides of 2-amino-1-substitutedguanidine were obtained (1). These compounds were then converted to respective 3-arylamino-4-substituted Δ2-1,2,4-triazoline-5-thione and 3- benzylamino-4-substituted Δ2-1,2,4 -triazoline-5-thione (2) in the reactions with isothiocyanates.

Oxidation and Eliminative Cyclisation of S-Alkylisodithiobiureas

Isothiocyanates condense with S-alkylisothiosemicarbazides to yield S-alkylisodithiobiureas.These undergo cyclisation to give 3-amino-5-mercapto-4-substituted-1,2,4-triazoles with the elimination of alkyl mercaptan on heating under neutral conditions, whereas under acidic conditions, by elimination of ammonia 5-alkylmercapto-2-substituted amino-1,3,4-thiadiazoles are formed.Condensation of isothiocyanates with thiosemicarbazides in the presence of alkali affords 1-substituted dithiobiureas.Alkylation of these dithiobiureas with alkyl halides results in the formation of 5-alkylmercapto-2-substituted-amino-1,3,4-thiadiazoles, any intermediateproduct not being isolable.On the other hand, oxidation of 1-substituted dithiobiureas with either hydrogen peroxide or iodine furnishes 2-amino-5-substituted-amino-1,3,4-thiadiazoles.