Potassium Hydroxide → HCID 54414057, compound

HRID 268086Notes

Reaction equation

HRID 268086 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([C:13]#[N:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.Cl.[NH2:16][OH:17].[OH-].[K+]>C(O)C>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([C:13](=[N:16][OH:17])[NH2:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 854663HCID 854663, compound

Product 1

HCID 54414057HCID 54414057, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 9.0 g (0.050 mole) of 5-(p-methylphenyl)-2-furonitrile, 3.75 g (0.054 mole) of hydroxylamine hydrochloride, 3.5 g (0.054 mole) of potassium hydroxide and 125 ml of absolute ethanol was refluxed for 2 hours and then cooled in an ice bath. The insoluble material was filtered and discarded. The filtrate was added to a mixture of ice/H2O and the resulting solid was filtered and stirred in 150 ml of refluxing hexane. The mixture was filtered hot and the solid was air dried to yield 7 g (65%). An analytical sample was prepared by recrystallizing a sample form hexane/Darco and drying in the vacuum pistol at the temperature of refluxing CHCl3, m.p. 139°-141°.

Workup

  1. temperaturewas refluxed for 2 hours
  2. temperaturecooled in an ice bath
  3. filtrationThe insoluble material was filtered
  4. additionThe filtrate was added to a mixture of ice/H2O
  5. filtrationthe resulting solid was filtered
  6. filtrationThe mixture was filtered hot
  7. customdried
  8. customto yield 7 g (65%)
  9. customAn analytical sample was prepared
  10. customby recrystallizing a sample form hexane/Darco
  11. dry with materialdrying in the vacuum pistol at the temperature of refluxing CHCl3, m.p. 139°-141°

Sources & evidence

ORD record
ord-b8603726bd7b4c368762768bb87a78aa
Source dataset
uspto-grants-1976_03
Patent number
US03946049

Reaction notes

Loading…