Ethanol → 3-Aminocinnamaldehyde thiosemicarbazone

HRID 2362841Notes

Reaction equation

HRID 2362841 reaction equation
C(O)C.C(=O)([O-])[O-].[Na+].[Na+].[N+:10]([C:13]1[CH:14]=[C:15]([CH:24]=[CH:25][CH:26]=1)[CH:16]=[CH:17][CH:18]=[N:19][NH:20][C:21]([NH2:23])=[S:22])([O-])=O>[H][H].[S]>[NH2:10][C:13]1[CH:14]=[C:15]([CH:24]=[CH:25][CH:26]=1)[CH:16]=[CH:17][CH:18]=[N:19][NH:20][C:21]([NH2:23])=[S:22]

Participants

5

Reactant 3

HCID 702EthanolHCID 10340Sodium CarbonateHCID 866333063-nitrocinnamaldehyde Thiosemicarbazone

Product 1

HCID 866333123-Aminocinnamaldehyde thiosemicarbazoneYield 68%

Reagents, catalysts & solvents 1

HCID 178506451HCID 178506451, compoundSolvent

Conditions

Temperature
50 °C

Procedure

A solution of 10 mL ethanol and 2 mL sodium carbonate 2N is saturated in hydrogen sulfur. 500 mg (2 mmoles) 3-nitrocinnamaldehyde thiosemicarbazone prepared in step 2A are added. The solution is heated 10 minutes at 50° C., then 3 minutes at 75° C. The solution is cooled in a ice bath. The crystals formed are filtered, washed with ethanol. 299 mg of 3-aminocinnamaldehyde thiosemicarbazone is obtained. Yield 68%.

Workup

  1. custom3 minutes
  2. customat 75° C
  3. temperatureThe solution is cooled in a ice bath
  4. customThe crystals formed
  5. filtrationare filtered
  6. washwashed with ethanol

Sources & evidence

ORD record
ord-2b3ffdbaa05f4d00ae32bf4da88b8ea2
Source dataset
uspto-grants-2014_04
Patent number
US08691854B2

Reaction notes

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