2-Chloro-4-nitropyridine → 4-[1-(4-Nitropyrid-2-yl)piperidin-4-yl]benzenesulphonamide

HRID 1762842ノート

反応式

HRID 1762842 の反応式
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[CH:12]=[CH:11][C:10]([S:13]([NH2:16])(=[O:15])=[O:14])=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.Cl[C:18]1[CH:23]=[C:22]([N+:24]([O-:26])=[O:25])[CH:21]=[CH:20][N:19]=1>N1C=CC=CC=1>[N+:24]([C:22]1[CH:21]=[CH:20][N:19]=[C:18]([N:1]2[CH2:6][CH2:5][CH:4]([C:7]3[CH:12]=[CH:11][C:10]([S:13]([NH2:16])(=[O:14])=[O:15])=[CH:9][CH:8]=3)[CH2:3][CH2:2]2)[CH:23]=1)([O-:26])=[O:25]

参加物

4

反応物 2

HCID 7351522-Chloro-4-nitropyridineHCID 183484304-Piperidin-4-YL-benzenesulfonamide

生成物 1

HCID 200398354-[1-(4-Nitropyrid-2-yl)piperidin-4-yl]benzenesulphonamide

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A solution of 4-(4-piperidinyl)benzensulphonamide [the product of Example 2(iii)] (0.46 g) and 2-chloro-4-nitropyridine (0.30 g) in pyridine (10 ml) was heated under reflux for 5 hours and then evaporated. The residue was partitioned between dichloromethane and 10% aqueous sodium carbonate solution. The aqueous layer was extracted several times with dichloromethane nd the combined organic extracts were dried (MgSO4) and evaporated. The residue was chromatographed on silica gel. Elution with dichloromethane/methanol (99:1) first gave impurity followed by the pure product. The product-containing fractions were combined and evaporated to give the title compound, (0.15 g), m.p. 215°-217°.

後処理

  1. temperatureunder reflux for 5 hours
  2. customevaporated
  3. customThe residue was partitioned between dichloromethane and 10% aqueous sodium carbonate solution
  4. extractionThe aqueous layer was extracted several times with dichloromethane
  5. dry with materialthe combined organic extracts were dried (MgSO4)
  6. customevaporated
  7. customThe residue was chromatographed on silica gel
  8. washElution with dichloromethane/methanol (99:1) first gave impurity
  9. customevaporated

出典と根拠

ORDレコード
ord-93185f50042d43eb8e34b9f9fdef74ee
出典データセット
uspto-grants-1989_05
特許番号
US04835165

反応ノート

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