Propyl Isothiocyanate → HCID 10845217, compound

HRID 1289791Notes

Reaction equation

HRID 1289791 reaction equation
[NH2:1][C:2]1[N:6]=[CH:5][NH:4][N:3]=1.[CH2:7]([N:10]=[C:11]=[S:12])[CH2:8][CH3:9].NC1N(C(NCCC)=S)N=CN=1>CN(C)C=O>[NH2:1][C:2]1[N:6]=[CH:5][N:4]([C:11]([NH:10][CH2:7][CH2:8][CH3:9])=[S:12])[N:3]=1

Participants

5

Reactant 3

HCID 69403Propyl IsothiocyanateHCID 10773875HCID 10773875, compoundHCID 178418311HCID 178418311, compound

Product 1

HCID 10845217HCID 10845217, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The synthesis method of Example 1-(3) was applied. 3-Amino-1H-1,2,4-triazole (4.00 g), dimethylformamide (30 ml) and n-propyl isothiocyanate (5.7 ml) were used as reagents. After the reaction, the reaction mixture was purified by silica gel column chromatography (hexane-ethyl acetate) to give 3.07g of a 1:1 mixture of 5-amino-1-[n-propylamino(thiocarbonyl)]-1H-1,2,4-triazole and 3-amino-1-[n-propylamino(thiocarbonyl)]-1H-1,2,4-triazole as a white solid (yield 35%). The solid was applied to high performance liquid chromatography (acetonitrile-water) and recrystallization from hexane-ethyl acetate to give colorless transparent thin film crystals.

Workup

  1. customAfter the reaction
  2. customthe reaction mixture was purified by silica gel column chromatography (hexane-ethyl acetate)
  3. customto give

Sources & evidence

ORD record
ord-5a9d020aefc543a997f3cc6eb8163c12
Source dataset
uspto-grants-1998_05
Patent number
US05750545

Reaction notes

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