Cysteamine Hydrochloride → 2-(6-Dimethylaminomethyl-2-pyridylthio)ethylamine

HRID 1154701ノート

反応式

HRID 1154701 の反応式
Cl.[NH2:2][CH2:3][CH2:4][SH:5].[H-].[Na+].[CH3:8][N:9]([CH2:11][C:12]1[N:17]=[C:16](Cl)[CH:15]=[CH:14][CH:13]=1)[CH3:10]>CN(C)C=O.C(O)C>[CH3:8][N:9]([CH2:11][C:12]1[N:17]=[C:16]([S:5][CH2:4][CH2:3][NH2:2])[CH:15]=[CH:14][CH:13]=1)[CH3:10]

参加物

6

反応物 3

HCID 9082Cysteamine HydrochlorideHCID 24758Sodium hydrideHCID 20434272[(6-Chloropyridin-2-yl)methyl]dimethylamine

生成物 1

HCID 133648672-(6-Dimethylaminomethyl-2-pyridylthio)ethylamine収率 44.2%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
80 °C

実験手順

Cysteamine hydrochloride (3.43 g, 0.030 mol) is added to a suspension of 60% sodium hydride in mineral oil (2.5 g, 0.0625 mol) in dry dimethylformamide (30 ml) and is warmed to 80° C. A solution of 6-dimethylaminomethyl-2-chloropyridine (5.0 g, 029.4 mol) in 30 ml of dry dimethylformamide is added dropwise and the reaction temperature is increased to 125° C. for 2 hours. The reaction is cooled, diluted with ethanol (60 ml) and the salts are removed by filtration before evaporating to dryness. This residue is dissolved in chloroform, washed with water and extracted into dilute hydrochloric acid. The acidic extract is neutralized with sodium carbonate and the product is extracted into chloroform, dried and evaporated to give 4.4 g. This residual oil is distilled to give 2.74 g of pure product, bp: 109°-114° C./0.25 mm.

後処理

  1. temperaturethe reaction temperature is increased to 125° C. for 2 hours
  2. temperatureThe reaction is cooled
  3. customthe salts are removed by filtration
  4. custombefore evaporating to dryness
  5. dissolutionThis residue is dissolved in chloroform
  6. washwashed with water
  7. extractionextracted into dilute hydrochloric acid
  8. extractionThe acidic extract
  9. extractionthe product is extracted into chloroform
  10. customdried
  11. customevaporated
  12. customto give 4.4 g
  13. distillationThis residual oil is distilled

出典と根拠

ORDレコード
ord-3d75b362af3f489488cb2689aac3898a
出典データセット
uspto-grants-1984_12
特許番号
US04490533

反応ノート

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