Hydrochloric Acid → Ethyl 2-(2-nitrobenzenesulfonamido)acetate

HRID 25041

反応式

HRID 25041 の反応式
Cl.[CH2:2]([O:4][C:5](=[O:8])[CH2:6][NH2:7])[CH3:3].C(N(CC)CC)C.[N+:16]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[S:25](Cl)(=[O:27])=[O:26])([O-:18])=[O:17].Cl>C(Cl)Cl>[N+:16]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[S:25]([NH:7][CH2:6][C:5]([O:4][CH2:2][CH3:3])=[O:8])(=[O:27])=[O:26])([O-:18])=[O:17]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 155402-Nitrobenzenesulfonyl chlorideHCID 2723640Glycine ethyl ester, hydrochloride

生成物 1

HCID 3454399Ethyl 2-(2-nitrobenzenesulfonamido)acetate収率 83%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a suspension of glycine ethyl ester hydrochloride (9.45 g) in methylene chloride (100 ml) were added triethylamine (18.9 ml) and 2-nitrobenzenesulfonyl chloride (10.0 g) in succession under cooling with ice and the mixture was stirred at room temperature for 2 days. To the reaction mixture was added 1N hydrochloric acid under cooling with ice, followed by extraction with methylene chloride. The organic layer was washed with saturated aqueous solution of sodium hydrogencarbonate, then saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the precipitated crystals were washed with a mixed solvent of n-hexane and diethyl ether, collected by filtration and air-dried to obtain the title compound (10.8 g).

後処理

  1. temperatureunder cooling with ice
  2. temperatureunder cooling with ice
  3. extractionfollowed by extraction with methylene chloride
  4. washThe organic layer was washed with saturated aqueous solution of sodium hydrogencarbonate
  5. dry with materialsaturated sodium chloride solution, and dried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. washthe precipitated crystals were washed with a mixed solvent of n-hexane and diethyl ether
  8. filtrationcollected by filtration
  9. customair-dried

出典と根拠

ORDレコード
ord-372b883fb94c45959ba884ba5695cbac
出典データセット
uspto-grants-2005_02
特許番号
US06858599B2

関連ノート

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