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Water → 2-tert.-butyl-4-methyl-5-methylthio-3(2H)-pyridazinone

HRID 2352014
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HRID 2352014 반응식
[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].CI.[C:16](=O)([O-])[O-].[Na+].[Na+].O>CN(C)C=O>[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH3:12])=[C:8]([S:13][CH3:16])[CH:7]=[N:6]1)([CH3:4])([CH3:2])[CH3:3]
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참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 10340Sodium CarbonateHCID 138222652-t-butyl-5-mercapto-4-methyl-3(2H)-pyridazinone

생성물 1

HCID 138251612-tert.-butyl-4-methyl-5-methylthio-3(2H)-pyridazinone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The crude product 2.0 g (0.01 mol) of 2-tert.-butyl-5-mercapto-4-methyl-3(2H)-pyridazinone as synthesized in the above and 1.4 g (0.01 mol) of methyl iodide were dissolved in 20 ml of dimethylformamide and then added with 2.0 g of sodium carbonate with stirring at room temperature. The reaction liquid was stirred for 3 hours at 70° C. After allowing to cool the reaction liquid was poured into 200 ml of water and extracted with 50 ml of benzene. The benzene layer was washed successively with 50 ml of 10% sodium hydroxide, 50 ml of 1N hydrochloric acid and 100 ml of water, dried over anhydrous sodium sulfate and freed of solvent by distillation to give 2.0 g of a crude product. The crude product was recrystallized from 20 ml of isopropyl ether to give 1.4 g of 2-tert.-butyl-4-methyl-5-methylthio-3(2H)-pyridazinone.

후처리

  1. customThe reaction liquid
  2. stirringwas stirred for 3 hours at 70° C
  3. temperatureto cool
  4. customthe reaction liquid
  5. extractionextracted with 50 ml of benzene
  6. washThe benzene layer was washed successively with 50 ml of 10% sodium hydroxide, 50 ml of 1N hydrochloric acid and 100 ml of water
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationfreed of solvent by distillation
  9. customto give 2.0 g of a crude product
  10. customThe crude product was recrystallized from 20 ml of isopropyl ether

출처 및 근거

ORD 기록
ord-7353e3e4b4534911a5dccdc5e40a4a37
출처 데이터셋
uspto-grants-1989_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04874861

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