Cysteamine Hydrochloride → 2-{[(Pyridin-3-yl)methyl]sulfanyl}ethan-1-amine

HRID 1583408ノート

反応式

HRID 1583408 の反応式
[OH-].[Na+].Cl.Cl[CH2:5][C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1.Cl.[SH:13][CH2:14][CH2:15][NH2:16]>C(O)C>[N:8]1[CH:9]=[CH:10][CH:11]=[C:6]([CH2:5][S:13][CH2:14][CH2:15][NH2:16])[CH:7]=1

参加物

5

反応物 3

HCID 9082Cysteamine HydrochlorideHCID 14798Sodium HydroxideHCID 233943-(Chloromethyl)pyridine hydrochloride

生成物 1

HCID 134987022-{[(Pyridin-3-yl)methyl]sulfanyl}ethan-1-amine収率 70%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

16.8 g of sodium hydroxide was dissolved in 350 ml of ethanol and 17.2 g of 3-chloromethylpyridine hydrochloride and 23.7 g of 2-mercaptoethanamine hydrochloride were added with ice bath cooling. The reaction mixture was allowed to warm to room temperature over 2 hours, was concentrated, diluted with water, and extracted with 3×100 ml of dichloromethane. The combined organic layers were washed with saturated brine, dried over potassium carbonate and concentrated. The residue was distilled to give 12.30 g (70%) of 2-[[(3-pyridyl)methyl]thio]ethanamine, bp 115°-125° C./0.1 mm.

後処理

  1. temperaturecooling
  2. concentrationwas concentrated
  3. additiondiluted with water
  4. extractionextracted with 3×100 ml of dichloromethane
  5. washThe combined organic layers were washed with saturated brine
  6. dry with materialdried over potassium carbonate
  7. concentrationconcentrated
  8. distillationThe residue was distilled

出典と根拠

ORDレコード
ord-666bb7d55530477185b67764c524726a
出典データセット
uspto-grants-1985_11
特許番号
US04551460

反応ノート

読み込み中…