Hydrochloric Acid → HCID 20355557, 화합물

HRID 598531노트

반응식

HRID 598531 반응식
CC1C=CC(S(O[CH:12]([CH2:22][CH2:23][S:24](=[O:27])(=[O:26])[NH2:25])[CH2:13][O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(=O)=O)=CC=1.C([O-])([O-])=O.[K+].[K+].O.Cl>CN(C=O)C>[CH2:15]([O:14][CH2:13][CH:12]1[CH2:22][CH2:23][S:24](=[O:27])(=[O:26])[NH:25]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 11430Potassium CarbonateHCID 57752488HCID 57752488, 화합물

생성물 1

HCID 20355557HCID 20355557, 화합물수율 105.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Sulfonamide 6 (109 g, 0.26 mol) was dissolved in DMF (800 mL) and stirred at ambient temperature. To this was added K2CO3 (63 g, 0.46 mol) in one portion and the resultant mixture heated at reflux (oil bath 160° C.) for 3 hours. After this time the heating was ceased and the reaction allowed to cool with stirring overnight. The completed reaction was poured into water (1 L) and acidified with aqueous HCl (1 M, ˜500 mL) to pH 2. The resultant brown suspension was extracted with DCM (5×500 mL) and the combined organics washed with brine (1 L). A thick emulsion formed which was separated by the addition of iPrOAc until two distinct layers were visible. The organics were separated, dried (MgSO4) and evaporated to give an orange oil (66 g). This oil was purified by flash column chromatography (silica gel, 5% MeOH/DCM) to yield dioxide 7 as a yellow-orange oil (40 g, 64%).

후처리

  1. temperatureat reflux (oil bath 160° C.) for 3 hours
  2. temperatureto cool
  3. stirringwith stirring overnight
  4. customThe completed reaction
  5. extractionThe resultant brown suspension was extracted with DCM (5×500 mL)
  6. washthe combined organics washed with brine (1 L)
  7. customA thick emulsion formed which
  8. customwas separated by the addition of iPrOAc until two distinct layers
  9. customThe organics were separated
  10. dry with materialdried (MgSO4)
  11. customevaporated

출처 및 근거

ORD 기록
ord-73ec896cd193440982b759976423883d
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897629B2

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