Carbon Disulfide → HCID 178434710, compound

HRID 636663Notes

Reaction equation

HRID 636663 reaction equation
[OH-].[K+].[CH3:3][C:4]1[N:5]=[N:6][S:7][C:8]=1[C:9]([NH:11][NH2:12])=[O:10].[C:13](=S)=[S:14]>O.C(O)C>[SH:14][C:13]1[O:10][C:9]([C:8]2[S:7][N:6]=[N:5][C:4]=2[CH3:3])=[N:11][N:12]=1

Participants

6

Reactant 3

HCID 6348Carbon DisulfideHCID 14797Potassium HydroxideHCID 14197524-Methyl-1,2,3-thiadiazole-5-carbohydrazide

Product 1

HCID 178434710HCID 178434710, compoundYield 59%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of 0.3 g of potassium hydroxide in 1 ml water and 0.6 ml of carbon disulfide were successively added to a solution of 1.1 g (7.2 mmol) of 4-methyl-1,2,3-thiadiazole-5-carbohydrazide in 15 ml ethanol. The mixture was stirred for 6.5 hours with heating under reflux. After the reaction was completed, the solvent was distilled off under reduced pressure, water was added to the residue, acetic acid was added for the sake of acidification, and the deposited crystalline product was collected by filtration. Thus, 0.82 g of the objective compound was obtained.

Workup

  1. temperaturewith heating
  2. temperatureunder reflux
  3. distillationthe solvent was distilled off under reduced pressure, water
  4. additionwas added to the residue, acetic acid
  5. additionwas added for the sake of acidification
  6. filtrationthe deposited crystalline product was collected by filtration

Sources & evidence

ORD record
ord-174e0c7713fe415cb06cf2237e673d64
Source dataset
uspto-grants-2001_02
Patent number
US06194444B1

Reaction notes

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