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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27276Generated: October 25, 2026

Phosphorus oxychloride → HCID 178522546, compound

https://huagongshe.com/reaction/27276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantAcetamide, 2-(trimethylsilyl)-HCID 357676—
Reactant2-(2-Formamidothiazol-4-yl)-2-(2-formyloxyethoxyimino)acetic acidHCID 54133317—
ReactantHCID 178508098HCID 178508098—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 178522546HCID 17852254631.4%

Reaction Steps

A solution of 7-amino-3-[1-(2-hydroxyethyl)-1H-tetrazol-5-ylthiomethyl]-3-cephem-4-carboxylic acid (2.0 g) and trimethylsilylacetamide (5.9 g) in dry ethyl acetate (40 ml) and a solution of 2-(2-formamidothiazol-4-yl)-2-(2-formyloxyethoxyimino)acetic acid (syn isomer, 1.8 g), dry dimethylformamide (0.5 g) and phosphoryl chloride (1.0 g) in dry ethyl acetate (22.0 ml) were treated in a similar manner to that of Example 1-(1) to give 7-[2-(2-formamidothiazol-4-yl)-2-(2-formyloxyethoxyimino)acetamido]-3-[1-(2-hydroxyethyl)-1H-tetrazol-5-ylthiomethyl]-3-cephem-4-carboxylic acid (syn isomer, 1.10 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04220761
Source datasetuspto-grants-1980_09
ORD IDord-95f78393afa9440aa5af843cb047b353
Source noteuspto-grants-1980_09