Water → Pyridine-2-carbaldehyde thiosemicarbazone

HRID 989910Notes

Reaction equation

HRID 989910 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=O.[NH2:9][NH:10][C:11]([NH2:13])=[S:12].O>C(O)C.O>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=[N:9][NH:10][C:11]([NH2:13])=[S:12]

Participants

5

Reactant 3

HCID 962WaterHCID 142732-PyridinecarboxaldehydeHCID 2723789Thiosemicarbazide

Product 1

HCID 1638753Pyridine-2-carbaldehyde thiosemicarbazone

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

The corresponding pyridine-2-formaldehyde (23, 23a or 28a-k, 10 mmol) was dissolved in ethanol-water (2:1 v/v, 150 mL). To the solution was added thiosemicarbazide (11 mmol). The solution was stirred for 30 min at ambient temperature. After addition of water (50 mL), the reaction mixture was stirred vigorously for 2 h at room temperature. The yellow precipitate was collected by filtration, washed with ethanol-water (1:4 v/v) and dried in vacuum to afford the corresponding pyridine-2-carboxaldehyde thiosemicarbazone (24, 24a, 29a-k).

Workup

  1. stirringthe reaction mixture was stirred vigorously for 2 h at room temperature
  2. filtrationThe yellow precipitate was collected by filtration
  3. washwashed with ethanol-water (1:4 v/v)
  4. customdried in vacuum

Sources & evidence

ORD record
ord-1e741fe4ece3468793eb6392e14c75a3
Source dataset
uspto-grants-2002_10
Patent number
US06458816B1

Reaction notes

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