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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1973647Generated: October 30, 2026

7-Amino-3-(5-methyl-1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid → 7-Trifluoroethylmercaptoacetamido-3-(5-methyl-1,3,4-thiadiazol-2-ylthiomethyl)-3-cephem-4-carboxylic acid

https://huagongshe.com/reaction/1973647

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-Amino-3-(5-methyl-1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acidHCID 12942034—
Reactant[(2,2,2-Trifluoroethyl)sulfanyl]acetyl chlorideHCID 21816785—
SolventWaterHCID 962—
Product7-Trifluoroethylmercaptoacetamido-3-(5-methyl-1,3,4-thiadiazol-2-ylthiomethyl)-3-cephem-4-carboxylic acidHCID 131710232—

Reaction Steps

7-Amino-3-(5-methyl-1,3,4-thiadiazol-2-ylthiomethyl)-3-cephem-4-carboxylic acid (3.96 g, 14 mmol) was reacted with trifluoroethylmercaptoacetyl chloride in the same manner as described in Example 1. After stirring at room temperature the solution was diluted with water (50 ml), washed with ether (3 × 150 ml), acidified to pH 2 with 3N Hcl and extracted with ethyl acetate (3 × 150 ml). The extracts were washed with water, dried, and concentrated. The product was collected and converted to its sodium salt by the procedure in Example 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03998819
Source datasetuspto-grants-1976_12
ORD IDord-e8bacbfe57c242538e4337b6b81b4eeb
Source noteuspto-grants-1976_12