3,4-dihydro-2H-pyran → HCID 69013000, 화합물

HRID 1463329노트

반응식

HRID 1463329 반응식
[NH:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][S:10]([N:13]([CH3:15])[CH3:14])(=[O:12])=[O:11])=[CH:5][CH:4]=1)[NH2:2].C([O-])(=O)C.[Na+].[O:21]1[CH:26]=[CH:25][CH2:24][CH2:23][CH2:22]1>O.C(O)C.C(OCC)(=O)C.C(Cl)Cl>[OH:21][CH2:22][CH2:23][CH2:24][CH2:25][CH:26]=[N:2][NH:1][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][S:10]([N:13]([CH3:15])[CH3:14])(=[O:11])=[O:12])=[CH:7][CH:8]=1

참가 물질

8

반응물 3

HCID 80803,4-dihydro-2H-pyranHCID 517045Sodium AcetateHCID 132861074-hydrazinyl-N,N-dimethyl-benzenemethanesulfonamide

생성물 1

HCID 69013000HCID 69013000, 화합물수율 28.2%

시약·촉매·용매 4

HCID 702Ethanol용매HCID 962Water용매HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 5.02 g (18.9 mmol, 1.0 equiv.) of 4-hydrazinyl-N,N-dimethyl-benzenemethanesulfonamide in 20 mL of water and 20 mL of ethanol was added sufficient sodium acetate to raise the pH to four. To the resulting slurry was added 1.90 mL (20.8 mmol, 1.1 equiv.) of 3,4-dihydro-2H-pyran. The reaction was stirred for sixteen hours then diluted with 200 mL of ethyl acetate. The organic layer was washed with 10% aqueous potassium carbonate, dried over anhydrous sodium sulfate and concentrated in vacuo to yield an oil. Chromatography on silica gel using 5% methanol in methylene chloride containing 0.5% concentrated aqueous ammonium hydroxide yielded 1.67 g (28%) of pure 4-[2-(5-hydroxypentylidene)hydrazinyl]N,N-dimethylbenzenemethanesulfonamide as an oil.

후처리

  1. temperatureto raise the pH to four
  2. washThe organic layer was washed with 10% aqueous potassium carbonate
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customto yield an oil

출처 및 근거

ORD 기록
ord-a3312b529b3c48a9b659def156b2073d
출처 데이터셋
uspto-grants-1994_04
특허 번호
US05300506

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