Cyclopropylmethyl methanesulfonate → HCID 178420903, Verbindung

1,2,4-Triazole-3-thiol (20.2 g; 0.20 mol) and sodium methoxide (11.8 g; 0.22 mol) were dissolved in methanol (250 ml) and cyclopropylmethyl methanesulfonate (32.3 g; 0.215 mol) added. The mixture was refluxed for 25 min under dry nitrogen, allowed to cool to 40° 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 the solution extracted with ethyl acetate (2×250 ml). The extracts were combined, washed with saturated brine (200 ml), dried (Na2SO4), filtered and evaporated, giving cyclopropylmethyl 1,2,4-triazol-3-yl sulfide (19.7 g; 64%) as a pale yellow pasty solid. NMR - d(CDCl3 +CD3SOCD3 ; 90 MHz) 0.1-0.7 (4H, m), 0.9-1.4 (1H, m), 3.1 (2H, d, J=7 Hz), 8.1 (1H, s).

1. temperatureThe mixture was refluxed for 25 min under dry nitrogen
2. filtrationfiltered
3. washThe solid was washed with ethyl acetate
4. customevaporated
5. dissolutionThe residue was dissolved in water (250 ml)
6. extractionthe solution extracted with ethyl acetate (2×250 ml)
7. washwashed with saturated brine (200 ml)
8. dry with materialdried (Na2SO4)
9. filtrationfiltered
10. customevaporated

ORD-Eintrag

ord-a39208fdfe6b40cab724a449b71158be

Quelldatensatz

uspto-grants-1994_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05308830