Methanol → R 61837

HRID 359443Notes

Reaction equation

HRID 359443 reaction equation
[CH3:1][O-:2].[Na+].[Na].CO.Cl[C:8]1[N:9]=[N:10][C:11]([N:14]2[CH2:19][CH2:18][N:17]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=3)[CH2:16][CH2:15]2)=[CH:12][CH:13]=1>O>[CH3:1][O:2][C:8]1[N:9]=[N:10][C:11]([N:14]2[CH2:19][CH2:18][N:17]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=3)[CH2:16][CH2:15]2)=[CH:12][CH:13]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 5360545SodiumHCID 10942334Sodium MethoxideHCID 15124568HCID 15124568, compound

Product 1

HCID 127504R 61837Yield 50%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred sodium methoxide solution, previously prepared starting from 1.6 parts of sodium in 24 parts of methanol, were added 4 parts of 3-chloro-6-[4-(3-methylphenyl)-1-piperazinyl]pyridazine. The whole was stirred and refluxed for 40 hours. After cooling, 25 parts of water were added. The product was filtered off, washed with water and dissolved in trichloromethane. The organic layer 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 (50%) of 3-methoxy-6-[4-(3-methylphenyl)-1-piperazinyl]pyridazine; mp. 137.1° C. (compound 258).

Workup

  1. temperaturerefluxed for 40 hours
  2. temperatureAfter cooling
  3. filtrationThe product was filtered off
  4. washwashed with water
  5. dissolutiondissolved in trichloromethane
  6. customThe organic layer was dried
  7. filtrationfiltered
  8. customevaporated
  9. customThe residue was crystallized from a mixture of 2-propanol and 2,2'-oxybispropane
  10. filtrationThe product was filtered off
  11. customdried

Sources & evidence

ORD record
ord-00bc5b0200a3478bbaf5b8225132cb6c
Source dataset
uspto-grants-1991_03
Patent number
US05001125

Reaction notes

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