Hydrochloric Acid → 6-(1-amino-2-oxo-2-phenylethyl)-2-isopropyl-3(2H)-pyridazinone hydrochloride

HRID 915006Notes

Reaction equation

HRID 915006 reaction equation
[CH:1]([N:4]1[C:9](=[O:10])[CH:8]=[CH:7][C:6]([CH:11]([NH:20]C(=O)C)[C:12](=[O:19])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:5]1)([CH3:3])[CH3:2].CO.[ClH:26]>>[ClH:26].[NH2:20][CH:11]([C:6]1[CH:7]=[CH:8][C:9](=[O:10])[N:4]([CH:1]([CH3:2])[CH3:3])[N:5]=1)[C:12](=[O:19])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 69333258N-[1-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-2-oxo-2-phenylethyl]acetamide

Product 1

HCID 693314766-(1-amino-2-oxo-2-phenylethyl)-2-isopropyl-3(2H)-pyridazinone hydrochloride

Procedure

A solution of N-[1-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-2-oxo-2-phenylethyl]acetamide (1.00 g) in 10% hydrogen chloride solution of MeOH (10 ml) was refluxed for 24 hours. After cooling, a precipitate was collected by filtration to give 6-(1-amino-2-oxo-2-phenylethyl)-2-isopropyl-3(2H)-pyridazinone hydrochloride as a solid (534 mg). A filtrate was concentrated under reduced pressure, triturated with IPE and collected by filtration to give the same compound as a solid (333 mg).

Workup

  1. temperatureAfter cooling
  2. filtrationa precipitate was collected by filtration

Sources & evidence

ORD record
ord-518569f0936841829b9bed0ea875b39d
Source dataset
uspto-grants-2007_09
Patent number
US07265120B2

Reaction notes

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