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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 434974Generated: October 30, 2026

Dimethylformamide → 4-Nitrobenzyl 7-[2-(2-formamidothiazol-4-yl)-2-cyclohexyloxyiminoacetamido]-3-cephem-4-carboxylate

https://huagongshe.com/reaction/434974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
Reactantp-Nitrobenzyl 7-amino-3-cephem-4-carboxylateHCID 12775080—
ReactantHCID 53844359HCID 53844359—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4-Nitrobenzyl 7-[2-(2-formamidothiazol-4-yl)-2-cyclohexyloxyiminoacetamido]-3-cephem-4-carboxylateHCID 13171246290.8%

Reaction Steps

2-(2-Formamidothiazol-4-yl)-2-cyclohexyloxyiminoacetic acid (syn isomer, 0.9 g.), N,N-dimethylformamide (266 mg.), phosphoryl chloride (557 mg.), tetrahydrofuran (20 ml.), 4-nitrobenzyl 7-amino-3-cephem-4-carboxylate (1.05 g.), acetone (3 ml.) and water (3 ml.) were treated in a similar manner to that of Example 15-(1) to give 4-nitrobenzyl 7-[2-(2-formamidothiazol-4-yl)-2-cyclohexyloxyiminoacetamido]-3-cephem-4-carboxylate (syn isomer, 1.69 g.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04399133
Source datasetuspto-grants-1983_08
ORD IDord-d244fc2f99144a67b8836ed959a21abc
Source noteuspto-grants-1983_08