Peracetic Acid → Sulbactam

HRID 224788

Reaktionsgleichung

Reaktionsgleichung von HRID 224788
[CH3:1][C:2]1([CH3:13])S[C@@H:5]2[CH2:7][C:8](=[O:9])[N:4]2[C@H:3]1[C:10]([OH:12])=[O:11].C(OO)(=O)C.[S:19](=[O:22])(O)[O-:20].[Na+]>O.C(OCC)(=O)C>[CH3:1][C:2]1([CH3:13])[S:19](=[O:22])(=[O:20])[C@@H:5]2[CH2:7][C:8](=[O:9])[N:4]2[C@H:3]1[C:10]([OH:12])=[O:11]

Komponenten

6

Edukt 3

HCID 6585Peracetic Acid2×HCID 6891Penicillanic AcidHCID 23665763Sodium Bisulfite

Produkt 1

HCID 130313Sulbactam

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a stirred solution of 1.78 g. of penicillanic acid in water, at pH 7.5, was added 1.46 ml. of 40% peracetic acid, followed by an additional 2.94 ml. of 40% peracetic acid 30 minutes later. The reaction mixture was stirred for 3 days at room temperature and then it was diluted with ethyl acetate and water. Solid sodium bisulfite was added to decompose excess peracid, and then the pH was adjusted to 1.5. The ethyl acetate layer was removed, dried (Na2SO4) and evaporated in vacuo. The residue was a 3:2 mixture of penicillanic acid 1,1-dioxide and penicillanic acid 1-oxide.

Aufarbeitung

  1. customThe ethyl acetate layer was removed
  2. dry with materialdried (Na2SO4)
  3. customevaporated in vacuo
  4. additiona 3:2 mixture of penicillanic acid 1,1-dioxide and penicillanic acid 1-oxide

Quellen und Nachweise

ORD-Eintrag
ord-27f7b24ee1314ec1a204acc25be7bc42
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04234579

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