1-(4-Methylphenylsulfonyl)-1,2,4-triazole

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1-(4-Methylphenylsulfonyl)-1,2,4-triazole Basic information
Product Name:1-(4-Methylphenylsulfonyl)-1,2,4-triazole
Synonyms:1-Tosyl-1H-1,2,4-triazole;1-(p-Toluenesulfonyl)-1,2,4-triazole;1-(p-Toluenesulfonyl)-1,2,4-triazole;MPST 1-(4-Methylphenylsulfonyl)-1,2,4-triazole;1-(4-Toluenesulfonyl)-1,2,4-triazole;1-(p-Toluenesulfonyl)-1,2,4-triazole≥ 98%(HPLC);1-Tosyl-1,2,4-triazole;1H-1,2,4-Triazole, 1-[(4-methylphenyl)sulfonyl]-
CAS:13578-51-3
MF:C9H9N3O2S
MW:223.25
EINECS:
Product Categories:
Mol File:13578-51-3.mol
1-(4-Methylphenylsulfonyl)-1,2,4-triazole Structure
1-(4-Methylphenylsulfonyl)-1,2,4-triazole Chemical Properties
Melting point 106-108℃
Boiling point 417.2±38.0 °C(Predicted)
density 1.39
storage temp. Sealed in dry,Room Temperature
form powder to crystal
pka-0.84±0.12(Predicted)
color White to Almost white
CAS DataBase Reference13578-51-3
Safety Information
HS Code 2935.90.9500
MSDS Information
1-(4-Methylphenylsulfonyl)-1,2,4-triazole Usage And Synthesis
Chemical PropertiesWhite to almost white crystals or powder
Synthesis
1,2,4-Triazole

288-88-0

Tosyl chloride

98-59-9

1-(4-METHYLPHENYLSULFONYL)-1,2,4-TRIAZOLE

13578-51-3

1,2,4-Triazole (9.28 g) was suspended in dichloromethane (110 mL) and dried by adding molecular sieves. Subsequently, triethylamine (13.6 g) was added to the suspension to completely dissolve 1,2,4-triazole. Under stirring, p-toluenesulfonyl chloride (25.62 g) was slowly added, taking about 1 hour. After addition, the reaction mixture was continued to be stirred for 30 minutes and then stirred overnight at room temperature. After completion of the reaction, the precipitated salt was removed by filtration. The filtrate was sequentially washed with water and dried with anhydrous sodium sulfate. After filtration to remove the desiccant, the filtrate was concentrated by rotary evaporator. Cyclohexane (300 mL) was added to the concentrated residue and left overnight to crystallize the product. The white crystals were collected by filtration, washed with cyclohexane (50 mL) and dried in an oven at 50 °C to give 1-(4-methylbenzenesulfonyl)-1,2,4-triazole 25.1 g in 83.7% yield, melting point 105-107 °C.

References[1] Carbohydrate Research, 2003, vol. 338, # 5, p. 451 - 453
[2] Journal of Organic Chemistry, 2010, vol. 75, # 8, p. 2722 - 2725
[3] Patent: US2008/76933, 2008, A1. Location in patent: Page/Page column 3-5
[4] Patent: EP1258480, 2002, A1. Location in patent: Page 37
[5] Journal of Chemical Research, 2016, vol. 40, # 2, p. 101 - 106
1-(4-Methylphenylsulfonyl)-1,2,4-triazole Preparation Products And Raw materials
Raw materials1,2,4-Triazole-->Tosyl chloride-->Sodium p-toluenesulfinate-->Triethylamine-->Dichloromethane
Tag:1-(4-Methylphenylsulfonyl)-1,2,4-triazole(13578-51-3) Related Product Information
Tungsten p-Toluenesulfonamide Mesitylene-2-sulfonyl chloride 1-[(4-Methylphenyl)sulfonyl]-1H-imidazole Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate N-(3-(Dimethylamino)-1-[(4-methylphenyl)sulfonyl]-1H-1,2,4-triazol-5-yl)-N,N-dimethylamine 1-MESITYLENESULFONYL-1,2,4-TRIAZOLE 1-[[2,4,6-Tris(isopropyl)phenyl]sulphonyl]-1H-1,2,4-triazole 1-(2,4,6-TRIISOPROPYLBENZENESULFONYL)-3-NITRO-1H-1,2,4-TRIAZOLE 1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole 1-(4-METHYLPHENYLSULFONYL)-1,2,4-TRIAZOLE 1-(p-Toluenesulfonyl)-3-nitro-1,2,4-triazole