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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1395771Generated: November 1, 2026

7-Aminocephalosporanic acid → 7-Amino-3-(5-acetamidomethyl-1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid

https://huagongshe.com/reaction/1395771

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-Aminocephalosporanic acidHCID 441328—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 178474654HCID 178474654—
SolventWaterHCID 962—
Product7-Amino-3-(5-acetamidomethyl-1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acidHCID 7056052151.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

7-Aminocephalosporanic acid (1.36 g.), 5-acetamidomethyl-1,3,4-thiadiazole-2-thiol (1.04 g.) and sodium bicarbonate (885 mg.) were dissolved in water (70 ml.), and the solution was stirred at 60° C. for 5 hrs. After the reaction, the reaction mixture was adjusted to pH 5, and then allowed to stand overnight in a refrigerator. The precipitating crystals were collected by filtration to give 7-amino-3-(5-acetamidomethyl-1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid (1.03 g.) m.p. 195°-197° C. (dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04205166
Source datasetuspto-grants-1980_05
ORD IDord-7619ab005afd4121b39cae253a0bb949
Source noteuspto-grants-1980_05