Dimethylformamide → 1-Benzyl-7-chloro-5-methyl-1,5-dihydroimidazo[4,5-d]pyridazin-4-one

HRID 501432ノート

反応式

HRID 501432 の反応式
[C:1](=[O:4])([O-])[O-].[K+].[K+].CI.CN(C)C=O.[CH2:14]([N:21]1[C:25]2[C:26]([Cl:31])=[N:27][NH:28][C:29](=O)[C:24]=2[N:23]=[CH:22]1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>O.C(OCC)(=O)C>[CH2:14]([N:21]1[C:25]2[C:26]([Cl:31])=[N:27][N:28]([CH3:29])[C:1](=[O:4])[C:24]=2[N:23]=[CH:22]1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 574728331-Benzyl-7-chloro-1,5-dihydroimidazo[4,5-d]pyridazin-4-one

生成物 1

HCID 574728321-Benzyl-7-chloro-5-methyl-1,5-dihydroimidazo[4,5-d]pyridazin-4-one収率 25.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

0.604 g of potassium carbonate and 0.297 ml of methyl iodide were added to a 30 ml N,N-dimethylformamide solution of 1.035 g of 1-benzyl-7-chloro-1,5-dihydroimidazo[4,5-d]pyridazin-4-one (J. A. Carbon Journal of the American Chemical Society, 80, pp. 6083, 1958), and the mixture was stirred at room temperature for 15 hours. 300 ml of ethyl acetate and 100 ml of water were added to the solution, and the organic layer was washed twice with 100 ml of water and then with 100 ml of a saturated sodium chloride solution. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography. Thus, 0.280 g of the title compound was obtained from the fraction eluted with ethyl acetate.

後処理

  1. washthe organic layer was washed twice with 100 ml of water
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-9c0c6ae43fd34ef1b22b194146871b42
出典データセット
uspto-grants-2010_08
特許番号
US07772226B2

反応ノート

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