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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1199586Generated: November 1, 2026

Hydrochloric Acid → cis 4-Fluoromethyl-3-amino-2-oxo-azetidine hydrochloride

https://huagongshe.com/reaction/1199586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactantcis 4-Fluoromethyl-3-phthalimido-2-oxo-azetidineHCID 13244796—
Solvent1,4-DioxaneHCID 31275—
Productcis 4-Fluoromethyl-3-amino-2-oxo-azetidine hydrochlorideHCID 13244798—

Reaction Steps

14 ml of a solution of 1 ml of hydrazine hydrate in 50 ml of dioxane were added to a suspension of 1.24 g of the product of Step D in 1.2 ml of dioxane and the mixture was stirred at room temperature for 45 minutes and 5 ml of N hydrochloric acid were added thereto. The mixture was stirred for 15 hours and was evaporated to dryness. The residue was added to water and 2.3 ml of N hydrochloric acid with stirring and the mixture was filtered. Ethanol was added to the filtrate and the mixture was evaporated to dryness. Methanol was added to the residue followed by ethanol addition and the mixture was evaporated to dryness. The product was crystallized from methanol to obtain 0.391 g of cis 4-fluoromethyl-3-amino-2-oxo-azetidine hydrochloride melting at ≃220° C. (decomposition).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04900728
Source datasetuspto-grants-1990_02
ORD IDord-dd284e3ef5814665860c3c0884b1f3c2
Source noteuspto-grants-1990_02