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

HRID 1762842노트

반응식

HRID 1762842 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-93185f50042d43eb8e34b9f9fdef74ee
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04835165

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