Hydrochloric Acid → HCID 15124635, compound

HRID 466580Notes

Reaction equation

HRID 466580 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][N:11]([C:14]3[N:15]=[N:16][C:17]([O:20]CC4C=CC=CC=4)=[CH:18][CH:19]=3)[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.Cl.[OH-].[NH4+]>>[CH3:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][N:11]([C:14]3[CH:19]=[CH:18][C:17](=[O:20])[NH:16][N:15]=3)[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 151246203-[4-(3-Methylphenyl)-1-piperazinyl)-6-(phenylmethoxy)pyridazine

Product 1

HCID 15124635HCID 15124635, compoundYield 98%

Procedure

A mixture of 6 parts of 3-[4-(3-methylphenyl)-1-piperazinyl]-6-(phenylmethoxy)pyridazine and 60 parts of concentrate hydrochloric acid was stirred and refluxed for 3 hours. The whole was allowed to stand overnight and treated with concentrate ammonium hydroxide. 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 4.5 parts (98%) of 6-[4-(3-methylphenyl)-1-piperazinyl]-3(2H)-pyridazinone; mp. 209.8° C. (compound 271).

Workup

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

Sources & evidence

ORD record
ord-d1dba713fb8c485e96a0212bedadf842
Source dataset
uspto-grants-1992_10
Patent number
US05157035

Reaction notes

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