Sodium Bicarbonate → N-[4-([1-(4-nitro-2-pyridyl)piperidin-4-yl]methoxy)phenyl]methanesulphonamide

HRID 345449ノート

反応式

HRID 345449 の反応式
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])=[CH:11][CH:10]=2)[CH2:3][CH2:2]1.Cl[C:21]1[CH:26]=[C:25]([N+:27]([O-:29])=[O:28])[CH:24]=[CH:23][N:22]=1.C(=O)(O)[O-].[Na+]>C(O)CCC>[N+:27]([C:25]1[CH:24]=[CH:23][N:22]=[C:21]([N:1]2[CH2:6][CH2:5][CH:4]([CH2:7][O:8][C:9]3[CH:14]=[CH:13][C:12]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])=[CH:11][CH:10]=3)[CH2:3][CH2:2]2)[CH:26]=1)([O-:29])=[O:28]

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 7351522-Chloro-4-nitropyridineHCID 19992428N-[4-([Piperidin-4-yl]methoxy)phenyl]methanesulphonamide

生成物 1

HCID 19992415N-[4-([1-(4-nitro-2-pyridyl)piperidin-4-yl]methoxy)phenyl]methanesulphonamide

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

A mixture of the product of part (v) (0.50 g), 2-chloro-4-nitropyridine (0.28 g) and sodium bicarbonate (1.00 g) in n-butanol (20 ml) was heated under reflux with stirring for 18 hours. The mixture was cooled, filtered, and the residue was washed with ethanol. The combined filtrate and washings were evaporated to give a gum which was chromatographed on silica gel eluting with ether. Earlier fractions gave impurity and the pure product was eluted in the later fractions. The product fractions were combined and evaporated to give the product, (0.21 g), m.p. 183.5°-184.5° (from ethanol).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. washthe residue was washed with ethanol
  6. customThe combined filtrate and washings were evaporated
  7. customto give a gum which
  8. customwas chromatographed on silica gel eluting with ether
  9. customEarlier fractions gave impurity
  10. washthe pure product was eluted in the later fractions
  11. customevaporated
  12. customto give the product, (0.21 g), m.p. 183.5°-184.5° (from ethanol)

出典と根拠

ORDレコード
ord-208b390797d24e6fb9e6433422cbd5d8
出典データセット
uspto-grants-1991_10
特許番号
US05057528

反応ノート

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