Dimethyl Sulfoxide → Benzalkonium Piperacillin

HRID 1517216

반응식

HRID 1517216 반응식
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N+:14]([CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)([CH3:16])[CH3:15].[Cl-].[CH3:25][CH2:26][N:27]1[C:33](=[O:34])[C:31](=[O:32])[N:30]([C:35]([NH:37][C@@H:38]([C:45]([NH:47][C@@H:48]2[C:51](=[O:52])[N:50]3[C@@H:53]([C:58]([O-:60])=[O:59])[C:54]([CH3:57])([CH3:56])[S:55][C@H:49]23)=[O:46])[C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)=[O:36])[CH2:29][CH2:28]1.[Na+].C(Cl)(Cl)Cl.CS(C)=O>O>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N+:14]([CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)([CH3:16])[CH3:15].[CH3:25][CH2:26][N:27]1[C:33](=[O:34])[C:31](=[O:32])[N:30]([C:35]([NH:37][C@@H:38]([C:45]([NH:47][C@@H:48]2[C:51](=[O:52])[N:50]3[C@@H:53]([C:58]([OH:60])=[O:59])[C:54]([CH3:56])([CH3:57])[S:55][C@H:49]23)=[O:46])[C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=2)=[O:36])[CH2:29][CH2:28]1

참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 6212ChloroformHCID 3014024Benzalkonium ChlorideHCID 23666879Piperacillin sodium

생성물 1

HCID 86612074Benzalkonium Piperacillin수율 26.12%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

Benzalkonium chloride (0.001 mol) was dissolved in 60 mL of distilled water by gentle heating and stirring. Sodium piperacillin (0.001 mol) was dissolved in 60 mL of distilled water by gentle heating and stirring. The two solutions were combined and the reaction mixture was heated and stirred for 30 minutes. The reaction mixture cooled to room temperature and then 60 mL of chloroform was added. The reaction mixture was stirred for an additional 30 minutes. The two phases were separated and the chloroform phase was washed several times with cool distilled water to remove any inorganic salt. The presence of chloride anions was monitored by silver nitrate test. A rotary evaporator removed the chloroform and a cloudy solid was obtained in 26.12% yield. 1H and 13C NMR (DMSO) were obtained. Melting point (hot plate apparatus)=30-40° C. Thermal data determined by thermalgravimetric analysis (TGA): Tonset5%=165° C. and Tonset=177° C.

후처리

  1. temperatureby gentle heating
  2. temperatureby gentle heating
  3. stirringstirring
  4. temperaturethe reaction mixture was heated
  5. stirringstirred for 30 minutes
  6. stirringThe reaction mixture was stirred for an additional 30 minutes
  7. customThe two phases were separated
  8. washthe chloroform phase was washed several times
  9. temperaturewith cool
  10. distillationdistilled water
  11. customto remove any inorganic salt
  12. customA rotary evaporator
  13. customremoved the chloroform
  14. customa cloudy solid was obtained in 26.12% yield
  15. customMelting point (hot plate apparatus)=30-40° C
  16. custom=165° C. and Tonset=177° C.

출처 및 근거

ORD 기록
ord-cc6bf9dcc5c946ad8b8015b962fb69d8
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08232265B2

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