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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379010Generated: October 26, 2026

4-Chloroaniline → ethyl acetoacetate, sodium salt

https://huagongshe.com/reaction/379010

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChloroanilineHCID 7812—
ReactantButanoic acid, 2-ethyl-3-oxo-, ethyl esterHCID 79065—
ReactantEthanol hydrochlorideHCID 21887872—
Productethyl acetoacetate, sodium saltHCID 85195—

Reaction Steps

The p-chlorophenylhydrazone of ethyl 2-oxobutanoate was prepared by adaptation of the Japp-Klingemann reaction as described by lions and Hughes (J. Proc. Roy. Soc. N. S. Wales 1939, 71: 445) to p-chloroaniline and ethyl 2-ethylacetoacetate. This phenylhydrazone was treated with HCl-ethanol according to the procedure of lions and Hughes (J. Proc. Roy. Soc. N. S. Wales 1939, 71: 445) as applied therein to the corresponding bromophenylhydrazone. The title substance was collected by filtration as an orange solid after suspending the concentrated residue in water.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06297269B1
Source datasetuspto-grants-2001_10
ORD IDord-74e70c5308e743f8a0c450f2a5267c7e
Source noteuspto-grants-2001_10