Réaction #95438

ord-ab1e69a037ec42fda16e5eb79f4ada4d

Équation de réaction

[Na+].[OH-]
sodium hydroxide
Clc1ccc(Cl)nn1
3,6-dichloropyridazine
Nc1cccc(O)c1
meta-aminophenol
Nc1cccc(Oc2ccc(Cl)nn2)c1
3-(6-chloro-3-pyridazinyloxy)benzeneamine

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureThe stirred mixture was heated
  2. 2
    Températurerefluxed (150°-155° C.) for two hours
  3. 3
    Températurecooled
  4. 4
    Filtrationfiltered
  5. 5
    AutreThe filter cake was recrystallized from aqueous methanol

Mode opératoire

A concentrated aqueous solution of 44 g of sodium hydroxide was added to a stirred solution of 149 g of 3,6-dichloropyridazine and 114.5 g of meta-aminophenol in 500 ml of dimethyl sulfoxide, at room temperature. The stirred mixture was heated, refluxed (150°-155° C.) for two hours, cooled, and filtered. The filter cake was recrystallized from aqueous methanol to give 3-(6-chloro-3-pyridazinyloxy)benzeneamine (1A), as an off-white solid, mp: 76°-77° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04345077uspto-grants-1982_08