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Hydrazine → 4-(4-methoxybenzyl)phthalazin-1(2H)-one

HRID 2361025
ノート
印刷プレビュー

反応式

HRID 2361025 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([C:12]2[CH:21]=[CH:20][CH:19]=[CH:18][C:13]=2[C:14]([NH:16]C)=[O:15])=O)=[CH:5][CH:4]=1.[NH2:22]N>CCO>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]2[C:12]3[C:13](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:14](=[O:15])[NH:16][N:22]=2)=[CH:5][CH:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 9321HydrazineHCID 667315312-(2-(4-methoxyphenyl)acetyl)-N-methylbenzamide

生成物 1

HCID 123328504-(4-methoxybenzyl)phthalazin-1(2H)-one

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To 2-(2-(4-methoxyphenyl)acetyl)-N-methylbenzamide (1.76 g, 6.20 mmol) in EtOH (20 mL) was added hydrazine (3.50 ml, 112 mmol). A water condenser was attached and the mixture was heated to reflux under a nitrogen atmosphere for 5 days. After concentration, the reaction was diluted with EtOAc and extracted with water. The organics were dried over sodium sulfate, filtered and concentrated. The crude was purified by washing the resulting solid with diethyl ether and filtering to yield 4-(4-methoxybenzyl)phthalazin-1(2H)-one as a white solid. MS m/z=267 [M+1]+. Calc'd for C16H14N2O2: 266.30.

後処理

  1. customA water condenser was attached
  2. temperaturethe mixture was heated
  3. temperatureto reflux under a nitrogen atmosphere for 5 days
  4. concentrationAfter concentration
  5. additionthe reaction was diluted with EtOAc
  6. extractionextracted with water
  7. dry with materialThe organics were dried over sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customThe crude was purified
  11. washby washing the resulting solid with diethyl ether
  12. filtrationfiltering

出典と根拠

ORDレコード
ord-3813f205adbe4e729ea8f900b9e8f1c2
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08686155B2

反応ノート

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