Dimethyl Sulfoxide → n-Pyridin-2-yl-n-(pyridin-2-ylmethyl)pyridin-2-amine

HRID 495269

反応式

HRID 495269 の反応式
[OH-].[K+].CS(C)=O.[CH:7]1[CH:12]=[C:11]([NH:13][C:14]2[N:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:10]=[CH:9][CH:8]=1.Cl.Cl[CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=1>O>[N:19]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N:13]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=1)[C:11]1[CH:12]=[CH:7][CH:8]=[CH:9][N:10]=1

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 145472,2'-DipyridylamineHCID 14797Potassium HydroxideHCID 23392Picolyl chloride hydrochloride

生成物 1

HCID 15554506n-Pyridin-2-yl-n-(pyridin-2-ylmethyl)pyridin-2-amine収率 55.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a flask were added 5.2 g pulverized potassium hydroxide and 35 ml dimethylsulfoxide. After adding 3.4 g 2,2′-dipyridylamine, the mixture was stirred under nitrogen for 45 minutes, when 3.3 g 2-(chloromethyl)pyridine hydrochloride was added. After stirring for 1 hour, 100 ml of water was added and the product was extracted with 60 ml of 50% ethyl acetate, 50% hexane. The organic layer was washed with 30 ml water and the solvent was removed. The residue was added to 5 ml hot ethanol, and 20 ml of water was added. After cooling to 5 C, the solid was filtered and washed with water. The product was dissolved in 20 ml hot ethanol and treated with 150 mg activated carbon. After hot filtration through celite, 40 ml of water were added and the mixture was cooled to 5 C. The product was filtered, washed with 20 ml 20% ethanol in water, and dried resulting in 2.9 g of an off-white solid.

後処理

  1. additionTo a flask were added 5.2 g
  2. stirringAfter stirring for 1 hour
  3. extractionthe product was extracted with 60 ml of 50% ethyl acetate, 50% hexane
  4. washThe organic layer was washed with 30 ml water
  5. customthe solvent was removed
  6. additionThe residue was added to 5 ml hot ethanol, and 20 ml of water
  7. additionwas added
  8. temperatureAfter cooling to 5 C
  9. filtrationthe solid was filtered
  10. washwashed with water
  11. dissolutionThe product was dissolved in 20 ml hot ethanol
  12. additiontreated with 150 mg
  13. filtrationAfter hot filtration through celite, 40 ml of water
  14. additionwere added
  15. temperaturethe mixture was cooled to 5 C
  16. filtrationThe product was filtered
  17. washwashed with 20 ml 20% ethanol in water
  18. customdried

出典と根拠

ORDレコード
ord-e1c30f0261b04a7182911df2558951fa
出典データセット
uspto-grants-2009_05
特許番号
US07538931B2

関連ノート

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