Cuminaldehyde → HCID 70208316, compound

HRID 1451141Notes

Reaction equation

HRID 1451141 reaction equation
[NH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[NH2:2].[CH:9]([C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1)([CH3:11])[CH3:10]>C(O)C>[N:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[NH:1][N:2]=[CH:16][C:15]1[CH:18]=[CH:19][C:12]([CH:9]([CH3:11])[CH3:10])=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 326CuminaldehydeHCID 786452-Hydrazinopyridine

Product 1

HCID 70208316HCID 70208316, compoundYield 76%

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 7.41 g of 4-isopropylbenzaldehyde added, the solution was agitated. Fine crystals started precipitating within about 30 seconds and the entire solution solidified within about 1 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 5° to 10° C. to cause crystals to fully precipitate, which were collected by suction filtration. The crystals were washed with ethanol and dried in vacuum for 40 minutes, obtaining 9.09 g (yield 76%) of pale yellow acicular crystals.

Workup

  1. customFine crystals started precipitating within about 30 seconds
  2. addition10 ml of ethanol was added to the mass, which
  3. temperatureto cool at room temperature
  4. temperaturefurther cooled down to 5° to 10° C.
  5. customto fully precipitate
  6. filtrationwhich were collected by suction filtration
  7. washThe crystals were washed with ethanol
  8. customdried in vacuum for 40 minutes

Sources & evidence

ORD record
ord-d826a2186de74cd1a59c742bd16cfaa7
Source dataset
uspto-grants-1997_02
Patent number
US05604004

Reaction notes

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