Sodium Hydroxide → HCID 456721, compound

HRID 972175Notes

Reaction equation

HRID 972175 reaction equation
S(O)(O)(=O)=O.[NH2:6][NH2:7].[OH-:8].[Na+].[C:10](Cl)(=[O:19])[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>O>[C:10]([NH:6][NH:7][C:10](=[O:8])[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:19])[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 14798Sodium Hydroxide2×HCID 24842Hydrazine SulfateHCID 660233-Phenylprop-2-enoyl chloride

Product 1

HCID 456721HCID 456721, compoundYield 54.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 9.5 g of hydrazine sulfate and 8.0 g of sodium hydroxide in 83 ml of water was stirred at 20° -30° C while cooled with ice. To the resulting solution were slowly added dropwise 25 g of cinnamoyl chloride and 7.5 g of sodium hydroxide in 20 ml of water. After completion of the addition, the mixture was stirred at 20° -30° C for 2 hours. The produced precipitate was collected by filtration and washed with water. The so obtained product was then recrystallized twice from acetic acid (first grade, prepared and sold by Wako Junyaku Kabushiki Kaisha, Japan, the same in the following) and dried under reduced pressure to yield 11.6 g of N,N'-biscinnamoylhydrazine as white needles, m.p. 267° - 268° C. Analysis: Calculated for C18H16N2O2 : C, 73.97%; H, 5.48%, N, 9.5%, Found: C, 74.17%; H, 5.55%; N, 9.69%.

Workup

  1. temperaturewhile cooled with ice
  2. additionAfter completion of the addition
  3. filtrationThe produced precipitate was collected by filtration
  4. washwashed with water
  5. customThe so obtained product
  6. customwas then recrystallized twice from acetic acid (first grade
  7. customprepared
  8. customthe same in the following) and dried under reduced pressure

Sources & evidence

ORD record
ord-f7fb08688d9f4ed1af96ad69fb9cf82e
Source dataset
uspto-grants-1977_10
Patent number
US04052362

Reaction notes

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