Salicylaldehyde → Salicylaldehyde thiosemicarbazone

HRID 611732Notes

Reaction equation

HRID 611732 reaction equation
[CH:1](=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[NH2:10][NH:11][C:12]([NH2:14])=[S:13]>O>[CH:1](=[N:10][NH:11][C:12]([NH2:14])=[S:13])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4]

Participants

4

Reactant 2

HCID 6998SalicylaldehydeHCID 2723789Thiosemicarbazide

Product 1

HCID 727917Salicylaldehyde thiosemicarbazoneYield 98%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

Salicylaldehyde was added dropwise over 5 min. to a solution of thiosemicarbazide (5.47 g, 60 mmol) in 75 mL water maintained at 75° C. A white solid began to precipitate immediately. The resulting mixture was heated to reflux for 2 hours, then cooled to room temperature and filtered to give salicylaldehyde thiosemicarbazone (11.5 g, 98%) as a white crystalline solid.

Workup

  1. customto precipitate immediately
  2. temperatureThe resulting mixture was heated
  3. temperatureto reflux for 2 hours
  4. temperaturecooled to room temperature
  5. filtrationfiltered

Sources & evidence

ORD record
ord-af9ebb1461984442be34e62bb2a33691
Source dataset
uspto-grants-1999_12
Patent number
US06001937

Reaction notes

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