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

HRID 1856257
ノート
印刷プレビュー

反応式

HRID 1856257 の反応式
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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

反応条件

温度
20 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-384e6b7fe1914df2a2e5d40e1f178fe6
出典データセット
uspto-grants-1980_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04218476

反応ノート

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