Ethanol → HCID 86741493, compound

HRID 978655Notes

Reaction equation

HRID 978655 reaction equation
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([CH:7]=[CH:8]C2C=C3C(C(O)OC3=O)=CC=2)=[CH:5][CH:4]=1.[NH2:22][NH2:23].[CH3:24][CH2:25][OH:26]>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH:7]=[CH:8][N:22]2[N:23]=[CH:6][C:5]3[C:24](=[CH:20][CH:21]=[CH:3][CH:4]=3)[C:25]2=[O:26])=[CH:20][CH:21]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 9321HydrazineHCID 54268649HCID 54268649, compound

Product 1

HCID 86741493HCID 86741493, compound

Procedure

To 260 mg (0.92 mmol) 6-p-methoxystyryl-3-hydroxyphthalide dissolved in 25 ml of 95% EtOH was added 0.2 ml (4.1 mmol) of hydrazine and the yellow solution was heated at reflux for 11/4 hours. The solution was allowed to cool to RT, finally in ice, and the solid which had formed was collected, washed well with cold 95% EtOH and air dried; yield of pale yellow crystals 0.13 g (50.8%): m.p. 267°-269°.

Workup

  1. temperaturethe yellow solution was heated
  2. temperatureat reflux for 11/4 hours
  3. customthe solid which had formed
  4. customwas collected
  5. washwashed well with cold 95% EtOH and air
  6. customdried

Sources & evidence

ORD record
ord-c7a2259d07da49cba56ab95ccae16514
Source dataset
uspto-grants-1987_05
Patent number
US04665181

Reaction notes

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