Methyl isothiocyanate → 5-amino-N-methyl-1,2,4-triazole-1-carbothioamide

HRID 1289773Notes

Reaction equation

HRID 1289773 reaction equation
[NH2:1][C:2]1[N:6]=[CH:5][NH:4][N:3]=1.[CH3:7][N:8]=[C:9]=[S:10]>CN(C)C=O>[NH2:1][C:2]1[N:3]([C:9]([NH:8][CH3:7])=[S:10])[N:4]=[CH:5][N:6]=1

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 178418311HCID 178418311, compound

Product 1

HCID 32648395-amino-N-methyl-1,2,4-triazole-1-carbothioamideYield 18.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The synthesis method of Example 1-(3) was applied. 3-Amino-1H-1,2,4-triazole (3.91 g), dimethylformamide (20 ml) and methyl isothiocyanate (3.41 g) were used as reagents. After the reaction, the resulting substance was removed by filtration and the filtrate was extracted with ethyl acetate, after which the obtained white solid was recrystallized from ethanol and ethyl acetate to give 1.34 g of yellow crystals (yield 18%).

Workup

  1. customAfter the reaction
  2. customthe resulting substance was removed by filtration
  3. extractionthe filtrate was extracted with ethyl acetate
  4. customafter which the obtained white solid was recrystallized from ethanol and ethyl acetate

Sources & evidence

ORD record
ord-f3be477bcbdf4878a39f5055172e576b
Source dataset
uspto-grants-1998_05
Patent number
US05750545

Reaction notes

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