Potassium Hydroxide → HCID 54053592, compound

HRID 268083Notes

Reaction equation

HRID 268083 reaction equation
[Cl: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>[Cl: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 40136515-(4-chlorophenyl)furan-2-carbonitrile

Product 1

HCID 54053592HCID 54053592, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 51 g (0.25 mole) of 5-(p-chlorophenyl)-2-furonitrile, 19 g (0.27 mole) of hydroxylamine hydrochloride, 18 g (0.27 mole) of potassium hydroxide and 750 ml of absolute ethanol was heated under reflux for 1 hour. The reaction mixture was concentrated on a rotary evaporator and cooled in ice overnight. The solid was collected by filtration and washed with anhydrous ether to give 43 g (73%). Two recrystallizations from absolute ethanol gave an analytical sample, m.p. 167°-169°.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. concentrationThe reaction mixture was concentrated on a rotary evaporator
  4. temperaturecooled in ice overnight
  5. filtrationThe solid was collected by filtration
  6. washwashed with anhydrous ether
  7. customto give 43 g (73%)
  8. customTwo recrystallizations from absolute ethanol
  9. customgave an analytical sample, m.p. 167°-169°

Sources & evidence

ORD record
ord-2defa1500b5d44f7a748958c70419857
Source dataset
uspto-grants-1976_03
Patent number
US03946049

Reaction notes

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