Phenol → HCID 19095521, compound

HRID 359442Notes

Reaction equation

HRID 359442 reaction equation
[OH-].[Na+].[C:3]1([OH:9])C=C[CH:6]=[CH:5][CH:4]=1.Cl[C:11]1[N:12]=[N:13][C:14]([N:17]2[CH2:22][CH2:21][N:20]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[CH:24]=3)[CH2:19][CH2:18]2)=[CH:15][CH:16]=1>C(O)CCC>[CH2:3]([O:9][C:11]1[N:12]=[N:13][C:14]([N:17]2[CH2:22][CH2:21][N:20]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[CH:24]=3)[CH2:19][CH2:18]2)=[CH:15][CH:16]=1)[CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 996PhenolHCID 14798Sodium HydroxideHCID 15124568HCID 15124568, compound

Product 1

HCID 19095521HCID 19095521, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

To a stirred mixture of 80 parts of 1-butanol, 0.4 parts of sodium hydroxide and 0.94 parts of phenol were added 2.2 parts of 3-chloro-6-[4-(3-methylphenyl)-1-piperazinyl]pyridazine at 60° C. The whole was stirred and refluxed over weekend. The reaction mixture was evaporated. The residue was crystallized from 2,2'-oxybispropane. The product was filtered off and dried, yielding 2 parts (64%) of 3-butoxy-6-[4(3-methylphenyl)-1-piperazinyl]pyridazine; mp. 105.2° C. (compound 257).

Workup

  1. temperaturerefluxed over weekend
  2. customThe reaction mixture was evaporated
  3. customThe residue was crystallized from 2,2'-oxybispropane
  4. filtrationThe product was filtered off
  5. customdried

Sources & evidence

ORD record
ord-6c95a8d264814109868dcf7027cfdd5f
Source dataset
uspto-grants-1991_03
Patent number
US05001125

Reaction notes

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