Benzyl Alcohol → 3-[4-(3-Methylphenyl)-1-piperazinyl)-6-(phenylmethoxy)pyridazine
Reaction equation
[Na].[C:2]1([CH2:8][OH:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=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>O>[CH3:29][C:25]1[CH:24]=[C:23]([N:20]2[CH2:19][CH2:18][N:17]([C:14]3[N:13]=[N:12][C:11]([O:9][CH2:8][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)=[CH:16][CH:15]=3)[CH2:22][CH2:21]2)[CH:28]=[CH:27][CH:26]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 180 °C
Procedure
To a stirred solution of 0.7 parts of sodium in 20 parts of benzenemethanol were added 5.8 parts of 3-chloro-6-[4-(3-methylphenyl)-1-piperazinyl]pyridazine. The whole was stirred and heated in an oil bath at 180° C. After standing overnight, water was added and the product was extracted with trichloromethane. The extract was dried, filtered and evaporated. 2,2'-Oxybispropane was added to the residue. The product was filtered off and crystallized from a mixture of 2-propanol and methanol. The product was filtered off and dried, yielding 3.4 parts (47%) of 3-[4-(3-methylphenyl)-1-piperazinyl]-6-(phenylmethoxy)pyridazine: mp. 159.4° C. (compound 267).
Workup
- extractionthe product was extracted with trichloromethane
- customThe extract was dried
- filtrationfiltered
- customevaporated
- addition2,2'-Oxybispropane was added to the residue
- filtrationThe product was filtered off
- customcrystallized from a mixture of 2-propanol and methanol
- filtrationThe product was filtered off
- customdried
Sources & evidence
- ORD record
- ord-98eba0aba7e24956bab60f4d8141d20d
- Source dataset
- uspto-grants-1994_03
- Patent number
- US05292738
Reaction notes
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