Triethylamine → HCID 20354904, compound

Reaction equation

[CH2:1]([N:4]([CH2:8][CH:9]=[CH2:10])[C:5](Cl)=[O:6])[CH:2]=[CH2:3].[CH2:11]([S:13][C:14]1[N:18]=[CH:17][NH:16][N:15]=1)[CH3:12].C(N(CC)CC)C>O1CCCC1>[CH2:1]([N:4]([CH2:8][CH:9]=[CH2:10])[C:5]([N:16]1[CH:17]=[N:18][C:14]([S:13][CH2:11][CH3:12])=[N:15]1)=[O:6])[CH:2]=[CH2:3]

Participants

Procedure

Diallylcarbamoyl chloride (8 g.) was added to a solution of 7.1 g. 3-ethylthio-1,2,4-triazole and 8 ml. dry triethylamine in 50 ml. dry tetrahydrofuran and the mixture refluxed for 4 hours under anhydrous conditions. The cooled reaction mixture was diluted with 100 ml. toluene and washed, firstly with 1N aqueous sodium hydroxide and then with water. The resulting solution was dried over anhydrous sodium sulphate and distilled under reduced pressure to remove the solvent and give 1-diallylcarbamoyl-3-ethylthio-1,2,4-triazole, b.p. 120° - 122° C./0.1 mm. (97.1% 1-isomer by GLC assay).