Water → 2-t-butyl-5-{(5-t-butyl-2-thienyl)-methylthio}-4-methyl-3(2H)-pyridazinone

HRID 1904249ノート

反応式

HRID 1904249 の反応式
[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH3:12])=[C:8]([SH:13])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[C:14]([C:18]1[S:19][C:20]([CH2:23]Cl)=[CH:21][CH:22]=1)([CH3:17])([CH3:16])[CH3:15].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH3:12])=[C:8]([S:13][CH2:23][C:20]2[S:19][C:18]([C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:22][CH:21]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:2])[CH3:3]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 138222652-t-butyl-5-mercapto-4-methyl-3(2H)-pyridazinoneHCID 138222662-tert-Butyl-5-(chloromethyl)thiophene

生成物 1

HCID 138222672-t-butyl-5-{(5-t-butyl-2-thienyl)-methylthio}-4-methyl-3(2H)-pyridazinone収率 62.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In 20 ml of N,N-dimethylformamide were dissolved 2.0 g of 2-t-butyl-5-mercapto-4-methyl-3(2H)-pyridazinone and 1.9 g of 2-t-butyl-5-chloromethylthiophene, and thereto was added under stirring 1.5 g of potassium carbonate at room temperature. After additional stirring for 8 hours at room temperature, the mixture was poured into 50 ml of water and then extracted twice with 50 ml of benzene. The organic layer was washed with water, dried over anhydrous sodium sulfate and then freed of solvent by distillation under reduced pressure to obtain 3.5 g of a crude product. The crude product was separated and purified through thin layer chromatography (on silica gel; benzene) to give 2.2 g of 2-t-butyl-5-{(5-t-butyl-2-thienyl)-methylthio}-4-methyl-3(2H)-pyridazinone as an oil.

後処理

  1. additionwas added
  2. extractionextracted twice with 50 ml of benzene
  3. washThe organic layer was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationfreed of solvent by distillation under reduced pressure
  6. customto obtain 3.5 g of a crude product
  7. customThe crude product was separated
  8. custompurified through thin layer chromatography (on silica gel; benzene)

出典と根拠

ORDレコード
ord-98d570ed1c944fa59293f00de062fcca
出典データセット
uspto-grants-1989_06
特許番号
US04837217

反応ノート

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