Tetrahydrofuran → HCID 20354931, compound

Reaction equation

[CH2:1]([S:3][C:4]1[N:8]=[CH:7][NH:6][N:5]=1)[CH3:2].[CH2:9]([N:13]([CH2:17][CH2:18][CH3:19])[C:14](Cl)=[O:15])[CH2:10][CH2:11][CH3:12].O1CCCC1>C(N(CC)CC)C>[CH2:9]([N:13]([CH2:17][CH2:18][CH3:19])[C:14]([N:6]1[CH:7]=[N:8][C:4]([S:3][CH2:1][CH3:2])=[N:5]1)=[O:15])[CH2:10][CH2:11][CH3:12]

Participants

Procedure

A mixture of 5.16 g. 3-ethylthio-1,2,4-triazole, 7.8 g. N-n-butyl-N-propylcarbamoyl chloride, 35 ml. dry tetrahydrofuran and 8 ml. dry triethylamine was refluxed under anhydrous conditions for 24 hours. The reaction mixture was worked up as described in Example 1 to give a residual oil. This oil was distilled under reduced pressure to give 1-(N-n-butyl-N-propylcarbamoyl)-3-ethylthio-1,2,4-triazole, b.p. 127° C./0.2 mm. (91.2% 1-isomer by GLC assay). Elemental analysis satisfactory.