Phenol → HCID 15124617, compound

HRID 486472Notes

Reaction equation

HRID 486472 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:9]1[N:10]=[N:11][C:12]([N:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[CH:22]=3)[CH2:17][CH2:16]2)=[CH:13][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>O>[CH3:27][C:23]1[CH:22]=[C:21]([N:18]2[CH2:17][CH2:16][N:15]([C:12]3[N:11]=[N:10][C:9]([O:7][C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)=[CH:14][CH:13]=3)[CH2:20][CH2:19]2)[CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 996PhenolHCID 11430Potassium CarbonateHCID 15124568HCID 15124568, compound

Product 1

HCID 15124617HCID 15124617, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 1.9 parts of phenol. 2.9 parts of 3-chloro-6-[4-(3-methylphenyl)-1-piperazinyl]pyridazine and 2.76 parts of potassium carbonate was stirred and heated for 7 hours in an oil bath at 150° C. After cooling, water was added. The product was extracted with trichloromethane. The extract was dried, filtered and evaporated. The residue was crystallized from a mixture of 2-propanol and 2,2'-oxybispropane. The product was filtered off and dried, yielding 2 parts (60%) of 3-[4-(3-methylphenyl)-1-piperazinyl]-6-phenoxypyridazine; mp. 123.4° C. (compound 264).

Workup

  1. temperatureAfter cooling
  2. extractionThe product was extracted with trichloromethane
  3. customThe extract was dried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was crystallized from a mixture of 2-propanol and 2,2'-oxybispropane
  7. filtrationThe product was filtered off
  8. customdried

Sources & evidence

ORD record
ord-92aa1dfc772c4cfa86fbe30461a7f3ef
Source dataset
uspto-grants-1994_03
Patent number
US05292738

Reaction notes

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