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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 261708Generated: October 26, 2026

Phosphoric Acid → 7beta-phenylacetamido-3-(1-methyl-1H-tetrazol-5-yl) thiomethyl-3-cephem-4-carboxylic acid

https://huagongshe.com/reaction/261708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphoric AcidHCID 1004—
ReactantSodium BicarbonateHCID 516892—
Reactant7beta-phenylacetamido-3-[2-(N-carboethoxysulfamoyl)benzoyloxy]methyl-3-cephem-4-carboxylic acidHCID 70582379—
ReactantHCID 178482017HCID 178482017—
SolventWaterHCID 962—
Product7beta-phenylacetamido-3-(1-methyl-1H-tetrazol-5-yl) thiomethyl-3-cephem-4-carboxylic acidHCID 1334414381.1%

Reaction Steps

In water (50 ml) is suspended 7β-phenylacetamido-3-[2-(N-carboethoxysulfamoyl)benzoyloxy]methyl-3-cephem-4-carboxylic acid (3.0 g) together with 5-mercapto-1-methyl-1H-tetrazole (1.0 g). The mixture is adjusted to pH 5.5 with sodium hydrogen carbonate and the resultant solution is heated at 60° C. for 50 minutes. The solution is brought to pH 2.0 with dilute phosphoric acid and extracted with ethyl acetate (100 ml). The extract is rinsed with a saturated aqueous solution of sodium chloride, dried and concentrated. Then, following the addition of ether, the precipitate is recovered by filtration. By the above procedure is obtained 7β-phenylacetamido-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (1.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04166178
Source datasetuspto-grants-1979_08
ORD IDord-8561f3769c0f4f9fb46534ec5dc004dd
Source noteuspto-grants-1979_08