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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1583493Generated: November 1, 2026

Acetic Acid → HCID 20258679, compound

https://huagongshe.com/reaction/1583493

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantO-PhenylenediamineHCID 7243—
ReactantEthyl 2-fluoro-3-oxo-3-phenylpropanoateHCID 12646284—
SolventEthanolHCID 702—
ProductHCID 20258679HCID 20258679—

Reaction Steps

Refluxing of ethyl α-fluorobenzoylacetate (2.25 g, 10 mmol) with o-phenylenediamine (10 mmol) in the mixture of acetic acid and ethanol (25%) for 5 h gave 3-fluoro-1,5-benzodiazepin-2-one derivatives in good yields as follows. ##STR17## wherein X=H, 4-Me, 4-Cl or NO2. It is clear that the first step of this reaction is condensation of carbonyl ketone and amine by losing water and second step is cyclization of their ester with another amine by losing ethanol. When used p-CH3 or p-Cl o-phenylenediamine, these were condensed with α-fluorobenzoylacetate,

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04552694
Source datasetuspto-grants-1985_11
ORD IDord-06e09e79dfb146ff82004ef9b9b3ead1
Source noteuspto-grants-1985_11