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Water → 2-t-butyl-4-methyl-5-(p-phenyl-benzylthio)-3(2H)-pyridazinone

HRID 2352019
ノート
印刷プレビュー

反応式

HRID 2352019 の反応式
[H-].[Na+].[C:3]1([C:9]2[CH:16]=[CH:15][C:12]([CH2:13][SH:14])=[CH:11][CH:10]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:17]([N:21]1[C:26](=[O:27])[C:25]([CH3:28])=[C:24](Cl)[CH:23]=[N:22]1)([CH3:20])([CH3:19])[CH3:18].O>CN(C)C=O>[C:17]([N:21]1[C:26](=[O:27])[C:25]([CH3:28])=[C:24]([S:14][CH2:13][C:12]2[CH:11]=[CH:10][C:9]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=3)=[CH:16][CH:15]=2)[CH:23]=[N:22]1)([CH3:20])([CH3:18])[CH3:19]
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 138222642-tert-butyl-5-chloro-4-methylpyridazin-3-(2H)-oneHCID 15147117(1,1'-Biphenyl)-4-methanethiol

生成物 1

HCID 138250992-t-butyl-4-methyl-5-(p-phenyl-benzylthio)-3(2H)-pyridazinone収率 44.7%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒
3 回

実験手順

To 10 ml of dry N,N-dimethylformamide was added 0.75 g of 55% sodium hydride. The resulting mixture was kept at 0° C. and added dropwise with a solution of 3.2 g of p-phenylbenzyl mercaptan dissolved in 15 ml of N,N-dimethylformamide. After ten minutes passed, the resulting mixture was added dropwise with a solution of 3.2 g of 2-t-butyl-5-chloro-4-methyl-3(2H)-pyridazinone dissolved in 15 ml of N,N-dimethylformamide. After completion of dropwise addition, the resulting mixture was reacted at 80° C. for one hour. The resulting solution was poured into 50 ml of water and extracted twice with 50 ml of diethyl ether. The resulting organic layer was dried over anhydrous sodium sulfate, and freed of solvent by distillation under reduced pressure to give 4.8 g of crude product. The crude product was recrystallized from 5 ml of hexane to obtain 2.6 g of 2-t-butyl-4-methyl-5-(p-phenyl-benzylthio)-3(2H)-pyridazinone.

後処理

  1. customwas kept at 0° C.
  2. waitAfter ten minutes passed
  3. additionAfter completion of dropwise addition
  4. customthe resulting mixture was reacted at 80° C. for one hour
  5. extractionextracted twice with 50 ml of diethyl ether
  6. dry with materialThe resulting organic layer was dried over anhydrous sodium sulfate
  7. distillationfreed of solvent by distillation under reduced pressure
  8. customto give 4.8 g of crude product
  9. customThe crude product was recrystallized from 5 ml of hexane

出典と根拠

ORDレコード
ord-d012267afa3a4c9bba7012298758936d
出典データセット
uspto-grants-1989_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04874861

反応ノート

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