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Sulbactam Impurity 8 synthesis

4synthesis methods
-

Yield:-

Reaction Conditions:

with sodium hydrogen sulfate in sodium hydrogencarbonate;ethyl acetate;

Steps:

1 6-alpha-Bromopenicillanic Acid 1,1-Dioxide

EXAMPLE 1 6-alpha-Bromopenicillanic Acid 1,1-Dioxide To 6,6-dibromopenicillanic acid 1,1-dioxide (117.3 g, 0.3 mole), stirring in a mixture of H2 O (600 mL) and ethyl acetate (400 mL), was added in portions NaHCO3 (75.6 g, 0.9 mole) and then NaHSO3 (37.5 g, 0.36 mole). After stirring 1 hour, the pH was adjusted from 3.7 to 1.5 with concentrated HCl. The aqueous layer was separated and extracted 1*400 mL with fresh ethyl acetate. The combined organic layers were backwashed with brine, dried and evaporated to yield title product as a solid; 72 g (76.7%); m.p. 136°-137°, pnmr/D2 O-NaHCO3 /delta: 1.48 (s, CH3), 1.62 (s, CH3), 4.28 (s, C.3--H), 5.12 (d, J=1.7, C.6--H), 5.37 (d, J=1.7, C.5--H).

References:

US4468351,1984,A

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