Water → 5-Chloro-3-(ethylsulfanyl)-1,2,4-thiadiazole

Reaction equation

O.Br.C([NH:5][C:6](=[NH:8])[SH:7])C.[Cl:9][C:10]([SH:13])(Cl)Cl.[OH-].[Na+].[C:16](OC)(C)(C)[CH3:17]>>[CH2:16]([S:7][C:6]1[N:5]=[C:10]([Cl:9])[S:13][N:8]=1)[CH3:17]

Participants

Reactant 5

HCID 962Water2×

HCID 6390Trichloromethanethiol

HCID 14798Sodium Hydroxide

HCID 15413tert-Butyl methyl ether

HCID 178419564HCID 178419564, compound

Product 1

HCID 230793905-Chloro-3-(ethylsulfanyl)-1,2,4-thiadiazole

Procedure

To 60 ml of water, 10.3 g of ehtylisothiourea hydrobromide, 10.4 g of perchloromethylmercaptan were added, followed the solution of 9.39 g of sodium hydroxide dissolved to 60 ml of water was added dropwise slowly at about 0° C. Then, t-butylmethylether was added to the reaction mixture, and extracted. The organic layer was dried by anhydrous sodium salfate, and concentrated. The residue obtaind was subjected to silica gel column chromatography (hexanne:ethylacetate=30:1) to obtain 2.54 g of 3-ethylthio-5-chloro-1,2,4-thiadiazole.