Potassium Carbonate → [(5-Chloro-3-methyl-isothiazol-4-yl)methylthio]-5,5-dimethyl-2-isoxazoline

HRID 1172082ノート

反応式

HRID 1172082 の反応式
[SH-].[Na+].[CH3:3][C:4]1([CH3:13])[O:8][N:7]=[C:6]([S:9]([CH3:12])(=O)=O)[CH2:5]1.C(=O)([O-])[O-].[K+].[K+].C(S([O-])=O)O.[Na+].[Cl:26][C:27]1[S:31][N:30]=[C:29]([CH3:32])[C:28]=1CCl>CN(C)C=O.O>[Cl:26][C:27]1[S:31][N:30]=[C:29]([CH3:32])[C:28]=1[CH2:12][S:9][C:6]1[CH2:5][C:4]([CH3:13])([CH3:3])[O:8][N:7]=1

参加物

8

反応物 5

HCID 11430Potassium CarbonateHCID 28015Sodium hydrosulfideHCID 121376563-Methylsulfonyl-5,5-dimethyl-2-isoxazolineHCID 178629054-Chloromethyl-5-chloro-3-methylisothiazoleHCID 23689980Sodium Formaldehyde Sulfoxylate

生成物 1

HCID 17862903[(5-Chloro-3-methyl-isothiazol-4-yl)methylthio]-5,5-dimethyl-2-isoxazoline収率 99.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

0.82 g of sodium hydrosulfide (purity: 70%, 10.00 mmoles) was added at the room temperature to a solution of 0.89 g (5.00 mmoles) of 5,5-dimethyl-3-methylsulfonyl-2-isoxazoline dissolved in 10 ml of N,N-dimethylformamide. The mixture was stirred for 2 hours. Thereto were added 0.70 g (5.00 mmoles) of anhydrous potassium carbonate, 0.78 g (5.00 mmoles) of Rongalit and 0.91 g (5.00 mmoles) of 5-chloro-4-chloromethyl-3-methylisothiazole. The resulting mixture was stirred at room temperature overnight to give rise to a reaction. After confirmation of the completion of the reaction, the reaction mixture was poured into water, followed by extraction with ethyl acetate. The resulting organic layer was washed with water and an aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to vacuum distillation to remove the solvent contained therein. The residue was purified by silica gel column chromatography to obtain 1.38 g (yield: quantitative) of [(5-chloro-3-methyl-isothiazol-4-yl)-methylthio]-5,5-dimethyl-2-isoxazoline.

後処理

  1. stirringThe resulting mixture was stirred at room temperature overnight
  2. customto give rise
  3. customto a reaction
  4. customAfter confirmation of the completion of the reaction
  5. extractionfollowed by extraction with ethyl acetate
  6. washThe resulting organic layer was washed with water
  7. dry with materialan aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate
  8. distillationThe resulting solution was subjected to vacuum distillation
  9. customto remove the solvent
  10. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-a8464246aa3c4a7aab5610ca99e7d079
出典データセット
uspto-grants-2010_11
特許番号
US07833939B2

反応ノート

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