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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1074353Generated: November 3, 2026

Hydrochloric Acid → HCID 178480380, compound

https://huagongshe.com/reaction/1074353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 178480379HCID 178480379—
SolventMethanolHCID 887—
ProductHCID 178480380HCID 17848038030.5%

Reaction Steps

To a solution of trifluoroacetic acid salt of 7β-[2-cyclopropyloxyimino-2-(2-formamidothiazol-4-yl)acetamido]-3-(2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate (syn isomer, 2.35 g) in methanol (12 ml) was added conc. hydrochloric acid (0.8 ml) at ambient temperature, and the mixture was stirred at the same temperature for 2 hours. The reaction mixture was added to diethyl ether (300 ml), and the precipitates were collected by filtration. The precipitates were dissolved in water (20 ml) and the solution was adjusted to pH 5 with saturated aqueous solution of sodium bicarbonate. The solution was subjected to column chromatography on macroporous non-ionic adsorption resin "Diaion HP-20" (Trademark, manufactured by Mitsubishi Chemical Industries) and eluted with 15% aqueous solution of isopropyl alcohol. The fractions containing the object compound were collected and evaporated in vacuo to remove isopropyl alcohol. The solution was lyophilized to give 7β-[2-(2-aminothiazol-4-yl)-2-(cyclopropyloxyimino)acetamido]-3-(2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate (syn isomer, 0.68 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04973699
Source datasetuspto-grants-1990_11
ORD IDord-e3830b39faf04a5b8026eb95b6358c0b
Source noteuspto-grants-1990_11