2-Amino-5-methyl-1,3,4-thiadiazole

White to light beige crystalline powder

1) was added 0.05mol thiosemicarbazide To a dry mortar, 0.055 mol of acetic acid, 0.055 mol 0.25mol silica and phosphorus oxychloride at room temperature milled 10min, at which time TLC monitoring showed starting material thiosemicarbazide point disappears, indicating material completion of the reaction, and then allowed to stand for 30min, to obtain a crude product; TLC developing solvent wherein the volume ratio of 1: 3 mixture of ethyl acetate and petroleum ether; document.write("); 2) The crude product was transferred to a beaker, was added to the crude product concentration of 5percent sodium carbonate solution, pH of the resulting mixture to a value of 8, and then the mixture is filtered off with suction, the resulting cake with a solvent N , N- dimethylformamide (DMF) was dissolved continued after suction filtration, silica gel was removed, and then the resulting filtrate was concentrated under reduced pressure, the solvent was removed, and then concentrated under reduced pressure to give the product washed with water and suction filtered to give 2- 5-methyl-1, 3, 4-thiadiazole, in a yield of 95.2percentGeneral procedure: A mixture of aldehydes (1 mmol), thiosemicarbazide (1 mmol) in ethanol (10 mL) and tert-butyl hydroperoxide (TBHP, 70percent aqueous solution) (1 mmol) was stirred at room temperature for 4h. The progress of the reaction was monitored by TLC using hexane/ EtOAc as the mobile phase. After the completion of the reaction, ethanol was evaporated under vacuum to obtain a solid residue. To this solid residue, ethyl acetate (10 ml) and water (10 ml) were added followed by saturated sodium bicarbonate solution (10 mL). Separated organic layer was dried over anhydrous sodium sulfate and evaporated under vacuum to obtain the product, which was further purified using silica gel column chromatography (hexane/ethyl acetate).To the thiosemicarbazide (15.0 g, 164.58 mmol), acetyl chloride (28.54 mL, 329.16 mmol) was added slowly and the mixture was stirred for 4 h at RT. To the reaction mixture, ice cold water was added and the solid obtained was filtered off. The solid was then added to ice cold water. To this slurry, a solution of 50percent NaOH was added till the pH of the solution becomes basic. The solid obtained was filtered off and dried under vacuum to get the compound (2a) as white solid. Yield: 14.4 g, 76percent; m.p: 269-270 C; FTIR (ATR, cm4.1.4

Used in the synthesis of dyes and azole drugs.

Molecular Weight:115.16
XLogP3:0.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Exact Mass:115.02041835
Monoisotopic Mass:115.02041835
Topological Polar Surface Area:80
Heavy Atom Count:7
Complexity:67.2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes