Hydrochloric Acid → Ethyl 2-[(6-chloronaphthalen-2-ylsulfonyl)amino]acetate

HRID 25037ノート

反応式

HRID 25037 の反応式
Cl.[CH2:2]([O:4][C:5](=[O:8])[CH2:6][NH2:7])[CH3:3].C(N(CC)CC)C.[Cl:16][C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[CH:23]=[C:22]([S:27](Cl)(=[O:29])=[O:28])[CH:21]=[CH:20]2.Cl>C(Cl)Cl>[Cl:16][C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[CH:23]=[C:22]([S:27]([NH:7][CH2:6][C:5]([O:4][CH2:2][CH3:3])=[O:8])(=[O:29])=[O:28])[CH:21]=[CH:20]2

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 2723640Glycine ethyl ester, hydrochlorideHCID 106351296-Chloronaphthalene-2-sulfonyl chloride

生成物 1

HCID 23250750Ethyl 2-[(6-chloronaphthalen-2-ylsulfonyl)amino]acetate収率 101.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Glycine ethyl ester hydrochloride (9.88 g) was suspended in methylene chloride (500 ml), and triethylamine (20.2 ml) and then 6-chloronaphthalene-2-sulfonyl chloride (17.6 g) were added to the suspension under cooling with ice. After stirring at room temperature for 1 hour and adjusting the mixture to pH 2 by addition of 1N hydrochloric acid, the mixture was extracted with methylene chloride. The methylene chloride layer was washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. After washing the resulting crystals in n-hexane, the crystals were collected by filtration and air-dried to obtain the title compound (22.4 g).

後処理

  1. temperatureunder cooling with ice
  2. extractionthe mixture was extracted with methylene chloride
  3. washThe methylene chloride layer was washed with saturated sodium chloride solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. washAfter washing the resulting crystals in n-hexane
  7. filtrationthe crystals were collected by filtration
  8. customair-dried

出典と根拠

ORDレコード
ord-b5bd6018b5cd40e6af74684320baea73
出典データセット
uspto-grants-2005_02
特許番号
US06858599B2

反応ノート

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