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吡唑 → 4,4,5,8-Tetramethyl-6-(1-ethyl-5-ethanesulfonyloxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide

HRID 1069
笔记
打印预览

反应方程式

HRID 1069 反应方程式
[CH3:1][C:2]1([CH3:26])[C:11]2[C:6](=[C:7]([CH3:23])[CH:8]=[C:9]([C:13]([C:15]3[CH:16]=[N:17][N:18]([CH2:21][CH3:22])[C:19]=3[OH:20])=[O:14])[C:10]=2[CH3:12])[S:5](=[O:25])(=[O:24])[CH2:4][CH2:3]1.N1C=CC=N1.C(=O)([O-])[O-].[K+].[K+].[CH2:38]([S:40](Cl)(=[O:42])=[O:41])[CH3:39]>C(Cl)Cl.O.[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1>[CH3:26][C:2]1([CH3:1])[C:11]2[C:6](=[C:7]([CH3:23])[CH:8]=[C:9]([C:13]([C:15]3[CH:16]=[N:17][N:18]([CH2:21][CH3:22])[C:19]=3[O:20][S:40]([CH2:38][CH3:39])(=[O:42])=[O:41])=[O:14])[C:10]=2[CH3:12])[S:5](=[O:25])(=[O:24])[CH2:4][CH2:3]1
参与物实验过程后处理来源与证据反应笔记

参与物

8

反应物 4

HCID 1048吡唑HCID 11430碳酸钾HCID 11667乙基磺酰氯HCID 178418286HCID 178418286,化合物

产物 1

HCID 154773584,4,5,8-Tetramethyl-6-(1-ethyl-5-ethanesulfonyloxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide收率 82%

试剂、催化剂与溶剂 3

HCID 66133
苄基三乙基氯化铵
催化剂
HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂
HCID 6344二氯甲烷溶剂

实验过程

0.7 Gram (1.9 mmol) of the 4,4,5,8-tetramethyl-6-(1-ethyl-5-hydroxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide (Compound Ic-1) corresponding to pyrazole derivative (I-H), obtained in Referential Production Example 5, was dissolved in 8 ml of methylene chloride. Then, a solution of 0.51 g (3.8 mmol) of potassium carbonate in 5 ml of water was added, and further, 0.49 g (3.8 mmol) of ethanesulfonyl chloride and 0.05 g (0.2 mmol) of benzyltriethylammonium chloride, corresponding to compound B-A-Hal, were added. The mixture was allowed to react at room temperature for 2 hours, and further refluxed under heat for 2 hours. The reaction mixture was allowed to cool, and then a methylene chloride layer was recovered and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the resultant oil was purified by silica gel column chromatography to give 0.73 g (yield 82%) of 4,4,5,8-tetramethyl-6-(1-ethyl-5-ethanesulfonyloxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide (Compound Ic-2).

后处理

  1. customto react at room temperature for 2 hours
  2. temperaturefurther refluxed
  3. temperatureunder heat for 2 hours
  4. temperatureto cool
  5. customa methylene chloride layer was recovered
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationThe solvent was distilled off under reduced pressure
  8. customthe resultant oil was purified by silica gel column chromatography

来源与证据

ORD记录
ord-b437e05b173c435b946ece88305eb18d
来源数据集
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
专利号
US05723408

反应笔记

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本页导航参与物实验过程后处理来源与证据反应笔记