Bromoacetone → 6-Chloro-2,8-dimethyl-imidazo[1,2-b]pyridazine

HRID 1946461

反応式

HRID 1946461 の反応式
[NH2:1][C:2]1[N:3]=[N:4][C:5]([Cl:9])=[CH:6][C:7]=1[CH3:8].Br[CH2:11][C:12](=O)[CH3:13]>C(#N)C>[Cl:9][C:5]1[CH:6]=[C:7]([CH3:8])[C:2]2[N:3]([CH:11]=[C:12]([CH3:13])[N:1]=2)[N:4]=1

参加物

4

反応物 2

HCID 11715BromoacetoneHCID 123536646-Chloro-4-methylpyridazin-3-amine

生成物 1

HCID 122483406-Chloro-2,8-dimethyl-imidazo[1,2-b]pyridazine

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

3-Amino-6-chloro-4-methylpyridazine (5.50 g, 38.3 mmol) and bromoacetone (6.90 g, 40.0 mmol) were heated in acetonitrile (50.0 ml) for 8 hours under reflux. The reaction solution was concentrated under reduced pressure, and water (100 ml) was added to the residues which were then adjusted to pH 9 with 20% aqueous sodium hydroxide and extracted twice with ethyl acetate. The extracts were combined, dried over anhydrous magnesium sulfate and concentrated, and the residues were purified by silica gel column chromatography (ethyl acetate:chloroform=1:2), to give the title compound as white crystals. The yield was 3.80 g (54.6%).

後処理

  1. temperatureunder reflux
  2. concentrationThe reaction solution was concentrated under reduced pressure, and water (100 ml)
  3. additionwas added to the residues which
  4. extractionextracted twice with ethyl acetate
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customthe residues were purified by silica gel column chromatography (ethyl acetate:chloroform=1:2)

出典と根拠

ORDレコード
ord-840f21d4cd094b6087ba5b437d42d3bc
出典データセット
uspto-grants-2013_03
特許番号
US08399381B2

関連ノート

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