Potassium Hydroxide → 2-(4-aminobenzenesulphonyl)-3,6-dihydro-3,5-dimethyl-6-(4-ethoxyphenyl)-2H-1,2-oxazine

HRID 1018476노트

반응식

HRID 1018476 반응식
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([N:14]2[CH:19]([CH3:20])[CH:18]=[C:17]([CH3:21])[CH:16]([C:22]3[CH:27]=[CH:26][C:25]([O:28][CH2:29][CH3:30])=[CH:24][CH:23]=3)[O:15]2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)(=O)C.[OH-].[K+]>CO.ClCCl>[NH2:4][C:5]1[CH:6]=[CH:7][C:8]([S:11]([N:14]2[CH:19]([CH3:20])[CH:18]=[C:17]([CH3:21])[CH:16]([C:22]3[CH:23]=[CH:24][C:25]([O:28][CH2:29][CH3:30])=[CH:26][CH:27]=3)[O:15]2)(=[O:12])=[O:13])=[CH:9][CH:10]=1

참가 물질

5

반응물 2

HCID 14797Potassium HydroxideHCID 98455822-(4-acetamidobenzenesulphonyl)-3,6-dihydro-3,5-dimethyl-6-(4-ethoxyphenyl)-2H-1,2-oxazine

생성물 1

HCID 117736522-(4-aminobenzenesulphonyl)-3,6-dihydro-3,5-dimethyl-6-(4-ethoxyphenyl)-2H-1,2-oxazine

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

A stirred mixture of 2-(4-acetamidobenzenesulphonyl)-3, 6-dihydro-3,5-dimethyl-6-(4-ethoxyphenyl) -2H-1,2-oxazine (0.153 g) and powdered potassium hydroxide (40mg) in methanol (5 ml) was-heated under reflux for 24 h. The cooled mixture was diluted with dichloromethane and the solution washed with water. The dichloromethane solution was separated, dried over magnesium sulphate, filtered and evaporated to dryness. The residual oil was purified by chromatography on silica using ethyl acetate:n-hexane 3:2 as eluant to give 2-(4-aminobenzenesulphonyl)-3,6-dihydro-3,5-dimethyl-6-(4-ethoxyphenyl)-2H-1,2-oxazine as a colourless foam. 1H NMR (CDCl3) δ 1.44(9H, m), 4.02(2H, q), 4.13(2H, br s), 4.44 (1H, m), 5.02(1H, br s), 5.70(1H, m), 6.61(2H, d), 6.83(2H, d), 7.13(2H, d), 7.65(2H, d).

후처리

  1. temperaturewas-heated
  2. temperatureunder reflux for 24 h
  3. washthe solution washed with water
  4. customThe dichloromethane solution was separated
  5. dry with materialdried over magnesium sulphate
  6. filtrationfiltered
  7. customevaporated to dryness
  8. customThe residual oil was purified by chromatography on silica

출처 및 근거

ORD 기록
ord-d47fad984ca1487092ab21090d320441
출처 데이터셋
uspto-grants-2002_11
특허 번호
US06482824B1

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