Dimethylformamide → 5-Amino-1-[cyclohexylamino(thiocarbonyl)]-1H-1,2,4-triazole

HRID 1289792Notes

Reaction equation

HRID 1289792 reaction equation
[NH2:1][C:2]1[N:6]=[CH:5][NH:4][N:3]=1.CN(C)C=O.[CH:12]1([N:18]=[C:19]=[S:20])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>CCCCCC.C(OCC)(=O)C>[NH2:1][C:2]1[N:3]([C:19]([NH:18][CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=[S:20])[N:4]=[CH:5][N:6]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 14289Cyclohexyl isothiocyanateHCID 178418311HCID 178418311, compound

Product 1

HCID 106092475-Amino-1-[cyclohexylamino(thiocarbonyl)]-1H-1,2,4-triazoleYield 14%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

The synthesis method of Example 1-(3) was applied. 3-Amino-1H-1,2,4-triazole (6.07 g), dimethylformamide (30 ml) and cyclohexyl isothiocyanate (20.5 ml) were used as reagents. After the reaction, the mixture was subjected to silica gel column chromatography (hexane-ethyl acetate), whereby 2.26 g of a white solid was obtained (yield 14%). The, solid was subjected to recrystallization from ethyl acetate to give colorless transparent crystals.

Workup

  1. customAfter the reaction

Sources & evidence

ORD record
ord-37527e1191244894a45daf16f9954cfa
Source dataset
uspto-grants-1998_05
Patent number
US05750545

Reaction notes

Loading…