Hydrochloric Acid → Diclomezine

HRID 746272

Reaction equation

HRID 746272 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>[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

4

Reactant 2

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

Product 1

HCID 93341DiclomezineYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 6.06 g (0.02 mole) of 6-(3,5-dichloro-4-methylphenyl)-4-methylthio-4,5-dihydro-3(2H)pyridazinone, prepared as described in Example 1(d), 20 ml of water and 5.2 ml of concentrated hydrochloric acid was heated under reflux for 2 hours. The mixture was then cooled and the resulting crystals were collected by filtration, air-dried, washed with a small amount of ethyl acetate and again air-dried, to give 4.59 g (yield 90%) of the desired 6-(3,5-dichloro-4-methylphenyl)-3(2H)pyridazinone, melting at 254°-258° C.

Workup

  1. customprepared
  2. temperaturewas heated
  3. temperatureunder reflux for 2 hours
  4. temperatureThe mixture was then cooled
  5. filtrationthe resulting crystals were collected by filtration
  6. customair-dried
  7. washwashed with a small amount of ethyl acetate
  8. customagain air-dried

Sources & evidence

ORD record
ord-aa0c7552c2b94ab48ee41aeca3d666de
Source dataset
uspto-grants-1986_07
Patent number
US04603201

Linked notes

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