Water → HCID 18919180, compound

HRID 1291265Notes

Reaction equation

HRID 1291265 reaction equation
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([C:6]([C:8]2[CH:26]=[CH:25][C:11]([CH2:12][N:13]3[C:17]4[C:18](=[O:24])[N:19]([CH3:23])[N:20]=[C:21](Cl)[C:16]=4[N:15]=[CH:14]3)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[CH3:29][O-:30].[Na+].CO.O>CO>[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([C:6]([C:8]2[CH:9]=[CH:10][C:11]([CH2:12][N:13]3[C:17]4[C:18](=[O:24])[N:19]([CH3:23])[N:20]=[C:21]([O:30][CH3:29])[C:16]=4[N:15]=[CH:14]3)=[CH:25][CH:26]=2)=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 18919035HCID 18919035, compoundHCID 23694274Sodium methanolate methanol

Product 1

HCID 18919180HCID 18919180, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In methanol (5 ml) was dissolved 1-[4-(4-chloro-benzoyl)benzyl]-4-chloro-6-methylimidazo[4,5-d]pyridazin-7(6H)-one (72 mg) followed by addition of 28% sodium methoxide/methanol (1.0 ml), and the mixture was refluxed for 5 hours. To this reaction mixture was added a large quantity of water and the resulting crystals were rinsed with water and dried under reduced pressure to provide 50 mg (yield 70%) of the title compound. 1H-NMR (CD3OD) δ: 3.7.1(3H,s), 4.00(3H,s), 5.85(2H,s), 7.50(2H,d,J=8.6Hz), 7.52(2H,d,J=8.8Hz), 7.74(2H,d,J=8.8Hz), 7.75(2H,d,J=8.6Hz), 8.42(1H,s).

Workup

  1. temperaturethe mixture was refluxed for 5 hours
  2. washthe resulting crystals were rinsed with water
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-b4e6a2494465425b963b6d06f239c02c
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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