Cuminaldehyde → HCID 95915, compound

HRID 1451140Notes

Reaction equation

HRID 1451140 reaction equation
[NH:1]([C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][N:4]=1)[NH2:2].[CH:12]([C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][CH:16]=1)([CH3:14])[CH3:13]>C(O)C>[N+:9]([C:6]1[CH:7]=[CH:8][C:3]([NH:1][N:2]=[CH:19][C:18]2[CH:21]=[CH:22][C:15]([CH:12]([CH3:14])[CH3:13])=[CH:16][CH:17]=2)=[N:4][CH:5]=1)([O-:11])=[O:10]

Participants

4

Reactant 2

HCID 326CuminaldehydeHCID 40319312-Hydrazinyl-5-nitropyridine

Product 1

HCID 95915HCID 95915, compoundYield 62.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

In 50 ml of ethanol were dispersed 3.03 g of 2-hydrazino-5-nitropyridine and 3.08 g of 4-isopropylbenzaldehyde. The dispersion was refluxed at 90° C. for one hour. 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 a small amount of ethanol and dried in vacuum at 60° C. for 1.5 hours, obtaining 3.51 g (yield 62%) of dark yellow acicular crystals.

Workup

  1. temperatureto cool at room temperature
  2. temperaturefurther cooled down to 5° to 10° C.
  3. customto fully precipitate
  4. filtrationwhich were collected by suction filtration
  5. washThe crystals were washed with a small amount of ethanol
  6. customdried in vacuum at 60° C. for 1.5 hours

Sources & evidence

ORD record
ord-784717d5fd5b42a4bdb90b355e72cca0
Source dataset
uspto-grants-1997_02
Patent number
US05604004

Reaction notes

Loading…