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Ammonia → N-(5-hydroxy-3-thiapentyl)-N-methylmesitylenesulphonamide

HRID 1856257
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HRID 1856257 반응식
C1(C)C=C(C)C=C(C)C=1S(O)(=O)=O.O[CH2:15][CH2:16][N:17]([CH3:30])[S:18]([C:21]1[C:26]([CH3:27])=[CH:25][C:24]([CH3:28])=[CH:23][C:22]=1[CH3:29])(=[O:20])=[O:19].[OH:31][CH2:32][CH2:33][SH:34].[Na].N>CN(C)C=O>[OH:31][CH2:32][CH2:33][S:34][CH2:15][CH2:16][N:17]([CH3:30])[S:18]([C:21]1[C:26]([CH3:27])=[CH:25][C:24]([CH3:28])=[CH:23][C:22]=1[CH3:29])(=[O:20])=[O:19]
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참가 물질

6

반응물 4

HCID 222AmmoniaHCID 15672-MercaptoethanolHCID 5360545SodiumHCID 23346524N-(2-hydroxyethyl)-N-methylmesitylenesulphonamide mesitylenesulphonate

생성물 1

HCID 23346538N-(5-hydroxy-3-thiapentyl)-N-methylmesitylenesulphonamide수율 96.9%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
20 °C

실험 절차

17.6 g (0.04 mole) N-(2-hydroxyethyl)-N-methylmesitylenesulphonamide mesitylenesulphonate were added to a mixture of 7.8 g (0.1 mole) 2-hydroxyethanethiol, 2.3 g (0.1 mole) sodium and 200 ml ammonia, and then 50 ml dimethylformamide were added, the reaction vessel being cooled in an acetone-CO2 bath. The cooling bath was removed and the mixture was stirred at about 20° C. overnight. Water and diethyl ether was added and the aqueous phase was extracted with diethyl ether. The combined ether phases were washed with brine and dried with Na2SO4. Removal of the solvent in vacuum gave 12.3 g of an oil, which was used as such without further purification. NMR showed that it was the title compound.

후처리

  1. temperaturethe reaction vessel being cooled in an acetone-CO2 bath
  2. customThe cooling bath was removed
  3. additionWater and diethyl ether was added
  4. extractionthe aqueous phase was extracted with diethyl ether
  5. washThe combined ether phases were washed with brine
  6. dry with materialdried with Na2SO4
  7. customRemoval of the solvent in vacuum

출처 및 근거

ORD 기록
ord-384e6b7fe1914df2a2e5d40e1f178fe6
출처 데이터셋
uspto-grants-1980_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04218476

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