[A simple method of synthesis of S-sulfoxides of penicillanic acid and 6-alpha-bromo[chloro]-penicillanic acids].
A simple method for synthesis of S-sulfoxides of penicillanic acid and 6 alpha-bromo- and 6 alpha-chloropenicillanic acids is described. The S-sulfoxides were synthesized by the respective oxidation with 30% hydrogen peroxide at 0 degrees C in the absence of solvents. 1 mol of penicillanic acid and 1.5 to 2 mol of 6 alpha-bromo- or 6 alpha-chloropenicillanic acid were required. The yields of S-sulfoxides of 6 alpha-bromo- and 6 alpha-chloropenicillanic acids amounted to 55 and 50%, respectively, based on 6-aminopenicillanic acid. The yield of penicillanic acid S-sulfoxide was 80% based on penicillanic acid. The purity of the compounds was more than 95%.
Changov
L S
LS
Vasileva-Lukanova
B K
BK
Agapova
N N
NN
Tsenkova
M M
MM
Mondeshka
D M
DM
Ivanova
Z T
ZT
D006861:Hydrogen Peroxide / Q000494:pharmacology*; D010397:Penicillanic Acid / Q000138:chemical synthesis* / Q000737:chemistry / Q000031:analogs & derivatives; D013055:Spectrophotometry, Infrared / Q000379:methods; D013454:Sulfoxides / Q000138:chemical synthesis* / Q000737:chemistry; D065093:beta-Lactamase Inhibitors
D013454:Sulfoxides; D065093:beta-Lactamase Inhibitors; C018008:brobactam; C066520:6-bromopenicillanic acid S-sulfoxide; D010397:Penicillanic Acid; C066519:6-chloropenicillanic acid S-sulfoxide; D006861:Hydrogen Peroxide
Prostoĭ metod sinteza S-sul'foksidov penitsillanovoĭ i 6alpha-brom[khlor]-penitsillanovykh kislot.