Benzaldehyde → HCID 4595281, compound

HRID 1451138Notes

Reaction equation

HRID 1451138 reaction equation
[NH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[NH2:2].[CH:9](=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(O)C>[N:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[NH:1][N:2]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 786452-Hydrazinopyridine

Product 1

HCID 4595281HCID 4595281, compoundYield 83.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

In 20 ml of ethanol was dissolved 5.46 g of 2-hydrazinopyridine. With stirring, 5.32 g of benzaldehyde was added to the solution. With heat release, pale yellow crystals precipitated within about 30 seconds and the entire solution solidified after one minute. 10 ml of ethanol was added to the mass which was refluxed at 100° C. for 40 minutes. The reaction solution was allowed to cool at room temperature and further cooled down to 10° C. to cause crystals to precipitate. The crystals were collected by suction filtration, washed with ethanol and dried in vacuum at room temperature for one hour, obtaining 8.28 g (yield 83%) of pale yellow acicular crystals.

Workup

  1. temperatureWith heat release, pale yellow crystals
  2. customprecipitated within about 30 seconds
  3. addition10 ml of ethanol was added to the mass which
  4. temperatureto cool at room temperature
  5. temperaturefurther cooled down to 10° C.
  6. customto precipitate
  7. filtrationThe crystals were collected by suction filtration
  8. washwashed with ethanol
  9. customdried in vacuum at room temperature for one hour

Sources & evidence

ORD record
ord-3148c7165fa640438ed855aef31cae60
Source dataset
uspto-grants-1997_02
Patent number
US05604004

Reaction notes

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