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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1902976Generated: November 1, 2026

Phosphorus oxychloride → HCID 178524399, compound

https://huagongshe.com/reaction/1902976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantAcetamide, 2-(trimethylsilyl)-HCID 357676—
ReactantHCID 12851091HCID 12851091—
ReactantHCID 54035027HCID 54035027—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 178524399HCID 17852439990.8%

Reaction Steps

A solution of 2-[2-(2,2,2-trifluoroacetamido)thiazol-4-yl]-2-cyclopentyloxyiminoacetic acid (syn isomer, 1.6 g.), dry N,N-dimethylformamide (0.4 g.), phosphoryl chloride (0.8 g.), dry ethyl acetate (1.6 ml.) and tetrahydrofuran (20 ml.), and a solution of 7-amino-3-[1-(2-hydroxyethyl)-1H-tetrazol-5-yl-thiomethyl]-3-cephem-4-carboxylic acid (1.5 g.), trimethylsilylacetamide (3.8 g.) and dry ethyl acetate (30 ml.) were treated in a similar manner to that of Example 1-(1) to give 7-[2-[2-(2,2,2-trifluoroacetamido)thiazol-4-yl]-2-cyclopentyloxyiminoacetamido]-3-[1-(2-hydroxyethyl)-1H-tetrazol-5-ylthiomethyl]-3-cephem-4-carboxylic acid (syn isomer, 2.63 g.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04366153
Source datasetuspto-grants-1982_12
ORD IDord-fdd5361cb43d44ffa402355a37fc8c67
Source noteuspto-grants-1982_12