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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 271803Generated: October 26, 2026

Tetrahydrofuran → Ceftiofur

https://huagongshe.com/reaction/271803

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium BicarbonateHCID 516892—
ReactantThioureaHCID 2723790—
Reactant(6R)-7-[[(2Z)-4-bromo-2-methoxyimino-3-oxobutanoyl]amino]-3-(furan-2-carbonylsulfanylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHCID 177711896—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductCeftiofurHCID 6328657—

Reaction Conditions

Temperature7.5 °C

Reaction Steps

25.0 g (0.3289 moles) of thiourea was dissolved in 160 ml of demineralised water. This solution was added to a mixture containing 7-[4-bromo-2(Z)-methoxyimino-3-oxobutyramido]-3-[[(2-furanylcarbonyl)thio]methyl]-3-cephem-4-carboxylic acid in methylene chloride, as obtained from Step C 240 ml of tetrahydrofuran (THF) over a period of 30 mins. The reaction mixture was stirred for 2 hrs at 5-10° C. The pH of the solution was adjusted to 5.0 with aqueous sodium bicarbonate solution.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07452990B2
Source datasetuspto-grants-2008_11
ORD IDord-acfb1b4f13ca4b44b9b3dad769dd056c
Source noteuspto-grants-2008_11