Reference

Purification process for 7-aminocephalosporins

Purification process for 7-aminocephalosporins. Wild, Gene M. (Lilly, Eli, and Co., USA). U.S. US 3979383 7 Sep 1976, 4 pp.Several reagents with their cas registry numbers 30246-33-4 and 29490-19-5 are used here. (English). (United States of America). CODEN: USXXAM. CLASS: IC: C07D501-12. NCL: 260243000C. APPLICATION: US 75-556508 7 Mar 1975. DOCUMENT TYPE: Patent CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) 5-Methyl-1,3,4-thiadiazole-2-thiol was treated with 7-aminocephalosporanic acid and the crude product, purified by chromatog. on Amberlite IRA-458 resin to give 80% (97% purity) 7-amino-3-(5-methyl-1,3,4-thiadiazole-2-yl-thiomethyl)-3-cephem-4-car boxylic acid. .

Cephalosporins

Cephalosporins. Nakayama, Yuya; Fujii, Toshiyuki; Matsuda, Akira; Takeuchi, Tomio (Nippon Kayaku Co., Ltd., Japan). Japan. Kokai JP 51095087 20 Aug 1976 Showa, 10 pp. (Japanese). (Japan).Chemicals with cas numbers 76-05-1 and 29490-19-5 also play role. CODEN: JKXXAF. CLASS: IC: C07D501-22. APPLICATION: JP 75-17614 12 Feb 1975. DOCUMENT TYPE: Patent CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) Five cephalosporins I (R = H, Cl; R1 = H, alkali metal; R2 = H, OAc, 2-methyl-1,3,4-thiadiazol-5-ylthio) were prepd. by reaction of II (R3 = H) with 4-RC6H4CH2C(:NH)OR4 (III, R4 = alkyl). Thus, 1.4 g 7-aminocephalosporanic acid in aq. NaHCO3 reacted 1 h at room temp. with 1 g Me3CO2CNHCH2CO2H in Me2CO, ClCO2Et, and Et3N cooled at -50.degree. to give 1.94 g II (R1 = H, R2 = OAc, R3 = CO2CMe3), which in aq. NaHCO3 reacted 6-8 h at 55-60.degree. and pH 6.2 with 2-methyl-1,3,4-thiadiazole-5-thiol to give 1.21 g II (R1 = H, R2 = 2-methyl-1,3,4-thiadiazol-5-ylthio, R3 = CO2CMe3) which was treated with F3CCO2H to give the CF3CO2H salt. III.HCl (180 mg, R = H, R4 = Me) was added to 350 mg above II salt in H2O at pH 8-8.5 and the mixt. treated 2 h at room temp. to give 48.9% I (R = R1 = H, R2 = 2-methyl-1,3,4-thiadiazol-5-ylthio). The min. inhibitory concns. of I against Staphylococcus aureus, Bacillus subtilis, and Escherichia coli are given. .