2-Methoxypropanoyl chloride → HCID 13193371, compound

HRID 463649Notes

Reaction equation

HRID 463649 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.[CH3:15][O:16][CH:17]([CH3:21])[C:18](Cl)=[O:19]>CC(C)=O>[CH3:15][O:16][CH:17]([CH3:21])[C:18]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1)=[O:19]

Participants

4

Reactant 2

HCID 924952-Methoxypropanoyl chlorideHCID 6767506-(4-Aminophenyl)-4,5-dihydropyridazin-3(2H)-one

Product 1

HCID 13193371HCID 13193371, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

20.3 g (107 millimoles) of 6-(p-aminophenyl)-4,5-dihydro-3(2H)-pyridazinone were stirred with 14.7 g (0.12 mole) of 2-methoxypropionyl 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. 20.8 g (76%) of 6-[p-(2-methoxypropionylamino)-phenyl]4,5-dihydro-3(2H)-pyridazinone were obtained. Mp.: 245°-247° C.

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-5c474fffba4442f09a27b56102e51102
Source dataset
uspto-grants-1985_10
Patent number
US04544562

Reaction notes

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