Phosphorus oxychloride → HCID 70595001, compound

Participants

Reaction Steps

Phosphorus oxychloride (1.8 ml) was added dropwise during 2 minutes to a stirred and cooled (0°) suspension of diphenylmethyl 7β-formamido-3-(5-methyl-1,3,4-thiadiazol-2-yl)thiomethylceph-3-em-4-carboxylate (4.1g) in dry methanol. After 30 minutes the yellow solution was concentrated under reduced pressure. Ethyl acetate was added to the residue and the resulting solid was collected and washed with ether to give the title hydrochloride λmax. (EtOH) 266 nm (ε 11,300),νmax. (Nujol) include 2590 (NH3+), 1778 (β-lactam) and 1710cm.-1 (ester), τ values (DMSO-d6) include 0.50 (broad m; NH3), 2.3-2.7 (m; phenyl protons), 3.02 (s; CHPh2), 4.66 + 4.76 (m; C-7 H and C-6 H), 5.39 + 5.69 (2ds, branches of quartet, J 13 Hz; C-3 CH2S). 6.15 (singlet; C-2CH2) and 7.36 (singlet; CH3).

Provenance & Evidence