99496-77-2

Basic information

• Product Name: 1H-1,2,4-Triazole, 1-(1-methylethenyl)-3-(methylthio)-
• CAS NO: 99496-77-2
• Molecular Formula: C6H9N3S
• Molecular Weight: 155.224
• Mol File: 99496-77-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1H-1,2,4-Triazole, 1-(1-methylethenyl)-3-(methylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-1,2,4-Triazole, 1-(1-methylethenyl)-3-(methylthio)-(99496-77-2)
• EPA Substance Registry System: 1H-1,2,4-Triazole, 1-(1-methylethenyl)-3-(methylthio)-(99496-77-2)

Safety Data

• Hazardous Substances Data: 99496-77-2(Hazardous Substances Data)

Upstream product

• 78514-93-9 C₁₁H₁₆N₄O₂S 

Downstream Products

• 112390-30-4 1-isopropyl-3-methylthio-1H-1,2,4-triazole 

Relevant articles and documents

Cyclization of Isothiosemicarbazones. Part 7. Synthesis of N-Alkenyl-1,2,4-triazoles with Anti-Saytzeff Orientation

Aliphatic ketone 4--3-methylisothiosemicarbazones (4) give N-alkenyl-1,2,4-triazoles (6) in moderate yields with elimination of ethyl cyanoacetate in hot acetic acid.When the carbonyl component is an unsymmetrical ketone, the reaction proceeds predominantly to afford the less substituted terminal alkenes, and little or no formation of the more substituted internal alkenes was observed, even though the internal alkene would be thermodynamically more favourable.Without an intervening isolation of the N(4)-(substituted vinyl) isothiosemicarbazones, these alkenes are obtained in much higher yields through a direct 'cycloalkenylation' of N(4)-unsubstituted isothiosemicarbazones (1) with ethyl β-ethoxy-α-nitroacrylate (3) along with a minor amount of 2(3)-(3-alkylthio-1,2,4-triazol-1-yl)alkan-2(3)-yl acetates (7).The proposed mechanism involves preferential abstraction of a proton at the less crowded alpha-carbon of the potentially formed iminium ion.