تفاعل #1120086

معادلة التفاعل

1,2,4-triazole-3-thiol

sodium methoxide

cyclobutylmethyl methanesulfonate

→

cyclobutylmethyl 1,2,4-triazol-3-yl sulfide

المردود 65.0%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture was refluxed for 27 h under dry nitrogen
2. 2
   ترشيحfiltered
3. 3
   غسيلThe solid was washed with ethyl acetate
4. 4
   أخرىevaporated
5. 5
   workup.DISSOLUTIONThe residue was dissolved in water (250 ml)
6. 6
   استخلاصextracted into ethyl acetate (250 ml) and dichloromethane (100 ml)
7. 7
   تجفيفdried (Na2SO4)
8. 8
   ترشيحfiltered
9. 9
   أخرىevaporated

الإجراء التجريبي

To a solution of 1,2,4-triazole-3-thiol (20.2 g; 0.20 mol) and sodium methoxide (11.8 g; 0.22 mol) in methanol (250 ml) is added cyclobutylmethyl methanesulfonate (36.4 g; 0.22 mol). The mixture was refluxed for 27 h under dry nitrogen, allowed to cool to 25° C. and filtered. The solid was washed with ethyl acetate and the organic solutions combined and evaporated. The residue was dissolved in water (250 ml) and extracted into ethyl acetate (250 ml) and dichloromethane (100 ml). The extracts were combined, dried (Na2SO4), filtered and evaporated to afford crude cyclobutylmethyl 1,2,4-triazol-3-yl sulfide (21.8 g; 65%) as a white, sticky solid. NMR -d(CDCl3 ; 60 MHz) 1.5-2.8 (m), 3.2 (2H, d, J=7 Hz), 8.0 (1H, s) and 12.4 (1H, br s).

المصدر