Butyl chloroformate → 2-Butoxycarbonyl-6-(3,5-dichloro-4-methylphenyl)-3-pyridazone

HRID 1277940Notes

Reaction equation

HRID 1277940 reaction equation
[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].Cl[C:18]([O:20][CH2:21][CH2:22][CH2:23][CH3:24])=[O:19]>>[CH2:21]([O:20][C:18]([N:14]1[C:13](=[O:16])[CH:12]=[CH:11][C:10]([C:4]2[CH:5]=[C:6]([Cl:9])[C:7]([CH3:8])=[C:2]([Cl:1])[CH:3]=2)=[N:15]1)=[O:19])[CH2:22][CH2:23][CH3:24]

Participants

3

Reactant 2

HCID 61140Butyl chloroformateHCID 93341Diclomezine

Product 1

HCID 128816372-Butoxycarbonyl-6-(3,5-dichloro-4-methylphenyl)-3-pyridazoneYield 93%

Procedure

A mixture of 2.55 g of 6-(3,5-dichloro-4-methylphenyl)-3-pyridazone and 6.8 g of butyl chloroformate was heated under reflux for 1 hour. The reaction mixture was then left to cool at room temperature and the precipitate produced was collected by filtration, washed with hexane and dried under reduced pressure, giving 3.3 g (93%) of the desired Compound No. 32 in the form of colourless plates melting at 153°-157° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. waitThe reaction mixture was then left
  4. customthe precipitate produced
  5. filtrationwas collected by filtration
  6. washwashed with hexane
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-4287054b37c949b8b445e83b2cbe0440
Source dataset
uspto-grants-1981_07
Patent number
US04279908

Reaction notes

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