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Water → 1-[4-(2,4-Dichlorobenzoyl)benzyl]-2,3,5-trimethyl-1H-pyrrolo [2,3-d]pyridazin-4(5H)-one

HRID 1291294
ノート
印刷プレビュー

反応式

HRID 1291294 の反応式
[CH3:1][C:2]1[NH:12][C:5]2[CH:6]=[N:7][N:8]([CH3:11])[C:9](=[O:10])[C:4]=2[C:3]=1[CH3:13].[H-].[Na+].[Cl:16][C:17]1[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:18]=1[C:19]([C:21]1[CH:28]=[CH:27][C:24]([CH2:25]Br)=[CH:23][CH:22]=1)=[O:20].O>CN(C=O)C>[Cl:16][C:17]1[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:18]=1[C:19]([C:21]1[CH:22]=[CH:23][C:24]([CH2:25][N:12]2[C:5]3[CH:6]=[N:7][N:8]([CH3:11])[C:9](=[O:10])[C:4]=3[C:3]([CH3:13])=[C:2]2[CH3:1])=[CH:27][CH:28]=1)=[O:20]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 189192794-(2,4-Dichlorobenzoyl)benzyl bromideHCID 1356675992,3,5-Trimethyl-1H-pyrrolo[2,3-d]pyridazin-4(5H)-one

生成物 1

HCID 699622641-[4-(2,4-Dichlorobenzoyl)benzyl]-2,3,5-trimethyl-1H-pyrrolo [2,3-d]pyridazin-4(5H)-one収率 70%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒
3 回

実験手順

A solution of 2,3,5-trimethyl-1H-pyrrolo[2,3-d]-pyridazin-4(5H)-one (354 mg) in DMF (30 ml) was dripped into a suspension of 60% sodium hydride-oil (96 mg) in DMF (8 ml) on an ice-water bath. The mixture was stirred at room temperature for 1 hour, after which a solution of 4-(2,4-dichlorobenzoyl)benzyl bromide (757 mg) in DMF (15 ml) was added and the mixture was further stirred at room temperature for 1.5 hours. The reaction was stopped by adding water and the reaction mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (developer: n-hexane-ethyl acetate 1:1) to provide the title compound as light-yellow powder (612 mg, yield 70%).

後処理

  1. stirringthe mixture was further stirred at room temperature for 1.5 hours
  2. extractionthe reaction mixture was extracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (developer: n-hexane-ethyl acetate 1:1)

出典と根拠

ORDレコード
ord-00dec1f36fc44752be5b485c49f52f94
出典データセット
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05753664

反応ノート

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