Hydrochloric Acid → Diclomezine

HRID 746278Notes

Reaction equation

HRID 746278 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:10]2[CH2:11][CH:12](SC)[C:13](=[O:16])[NH:14][N:15]=2)[CH:5]=[C:6]([Cl:9])[C:7]=1[CH3:8].Cl.O>[OH-].[Na+]>[Cl:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:11]=[CH:12][C:13](=[O:16])[NH:14][N:15]=2)[CH:5]=[C:6]([Cl:9])[C:7]=1[CH3:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 133677496-(3,5-dichloro-4-methylphenyl)-4-methylthio-4,5-dihydro-3(2H)-pyridazinone

Product 1

HCID 93341DiclomezineYield 94.1%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A suspension of 1.52 g (0.005 mole) of 6-(3,5-dichloro-4-methylphenyl)-4-methylthio-4,5-dihydro-3(2H)-pyridazinone, prepared as described in Example 1(d), in 30 ml of 1N aqueous sodium hydroxide was refluxed for 1 hour. The reaction mixture was allowed to cool and then acidified by adding concentrated hydrochloric acid, whilst water-cooling. The crystals which precipitated were collected by filtration, thoroughly washed with water and then dried to give 1.2 g (yield 94%) of the desired 6-(3,5-dichloro-4-methylphenyl)-3(2H)pyridazinone, melting at 254°-258° C.

Workup

  1. customprepared
  2. temperaturewas refluxed for 1 hour
  3. temperatureto cool
  4. customThe crystals which precipitated
  5. filtrationwere collected by filtration
  6. washthoroughly washed with water
  7. customdried

Sources & evidence

ORD record
ord-556e16c54ad84d289d6b1655f75d249c
Source dataset
uspto-grants-1986_07
Patent number
US04603201

Reaction notes

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