Hydrochloric Acid → HCID 131710687, compound

Participants

Reaction Steps

(ii) A solution of 7β-formamido-3-methylthiomethylceph-3-em-4-carboxylic acid (6.4 g.) in dioxan (50 ml.) was treated with 50% aqueous hydrochloric acid (7 ml.). After 2 hours at room temperature the mixture was freeze-dried. The resulting material was washed with ethyl acetate and ether, and dried to give 7β-amino-3-methylthiomethylceph-3-em-4-carboxylic acid, hydrochloride (5.95 g., 90%) as a white amorphous solid, [α]D + 58.4° (C 1, 3% NaHCO3), λmax. (0.1 M pH 6 phosphate buffer) 265.5 nm. (ε 7,650), νmax. (Nujol) 1782 (β-lactam), 1715 and 1682 (carboxyl) cm-1, τ (D2O - NaHCO3) 6.59 (C-7 H 1-proton doublet, J 4.5 Hz) 6.91 (C-6 H 1-proton doublet, J 4.5 Hz), 6.2 and 6.67 [C-2 H2 two 1-proton doublets (branches of a quartet), J 18 Hz], 6.24 and 6.7 [C-3 CH2 two 1-proton doublets (branches of a quartet), J 13 Hz], and 7.98 (3-proton singlet, CH3S).

Provenance & Evidence