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Water → 2-Benzyl-5-methoxy-2H-1,2,4,6-thiatriazin-3-one-1,1-dioxide

HRID 1982167
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HRID 1982167 반응식
[C:1]([NH:5][C:6](=[N:9][S:10](=[O:20])(=[O:19])[NH:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[O:7][CH3:8])(OC)=[O:2].[H-].[Na+].O>C1COCC1>[CH2:12]([N:11]1[C:1](=[O:2])[NH:5][C:6]([O:7][CH3:8])=[N:9][S:10]1(=[O:20])=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 24758Sodium hydrideHCID 70392213N-carbomethoxy-N'-benzylsulfamoyl-O-methylisourea

생성물 1

HCID 136459252-Benzyl-5-methoxy-2H-1,2,4,6-thiatriazin-3-one-1,1-dioxide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of N-carbomethoxy-N'-benzylsulfamoyl-O-methylisourea (215 g) in anhydrous THF (200 ml) is added dropwise to a stirred suspension of sodium hydride (43 g of 60% dispersion) in anhydrous THF (900 ml) and refluxed for 2 hours under nitrogen. Water (800 ml) is added to the cooled reaction mixture and the aqueous mixture washed with ether. The pH of the aqueous layer is adjusted to about 3.2 and the resulting suspension extracted with methylene chloride. The methylene chloride extract is dried, filtered, and evaporated in vacuo. The residue is taken up in hot isopropyl alcohol, treated with charcoal, filtered hot, concentrated, cooled, the resulting precipitate filtered and dried in vacuo yielding the desired product, M.P.=141°-144° C.

후처리

  1. temperaturerefluxed for 2 hours under nitrogen
  2. washthe aqueous mixture washed with ether
  3. extractionthe resulting suspension extracted with methylene chloride
  4. extractionThe methylene chloride extract
  5. customis dried
  6. filtrationfiltered
  7. customevaporated in vacuo
  8. additiontreated with charcoal
  9. filtrationfiltered hot
  10. concentrationconcentrated
  11. temperaturecooled
  12. filtrationthe resulting precipitate filtered
  13. customdried in vacuo

출처 및 근거

ORD 기록
ord-bc33fff268a8452f81cf63882f15fb39
출처 데이터셋
uspto-grants-1986_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04595683

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