Ici 109,081 → HCID 13193369, compound

HRID 463647Notes

Reaction equation

HRID 463647 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([CH3:15])[CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.[C:16]([O:19][CH:20]([CH3:24])[C:21](Cl)=[O:22])(=[O:18])[CH3:17]>CC(C)=O>[C:16]([O:19][CH:20]([CH3:24])[C:21]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([CH3:15])[CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1)=[O:22])(=[O:18])[CH3:17]

Participants

4

Reactant 2

HCID 161928Ici 109,081HCID 45474922-Acetoxypropionyl Chloride

Product 1

HCID 13193369HCID 13193369, compoundYield 88.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

20.3 g (100 millimoles) of 6-(p-aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone were stirred with 18.0 g (120 millimoles) of 2-acetoxypropionyl chloride and 400 ml of absolute acetone for 10 hours at room temperature. The product was filtered off under suction at 10° C., washed with cold acetone and dried at 70° C. under reduced pressure. 28.1 g (88.6%) of 6-[p-(2-acetoxypropionylamino)-phenyl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone were obtained. Mp.: 198°-200° C. (dimethylformamide/water).

Workup

  1. filtrationThe product was filtered off under suction at 10° C.
  2. washwashed with cold acetone
  3. customdried at 70° C. under reduced pressure

Sources & evidence

ORD record
ord-121f9e416fb248fcaee4ff8385c27479
Source dataset
uspto-grants-1985_10
Patent number
US04544562

Reaction notes

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