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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1986605Generated: October 31, 2026

Acetic Acid → 4-Hydroxybenzamide

https://huagongshe.com/reaction/1986605

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantAmmoniaHCID 222—
ReactantFormaldehydeHCID 712—
ReactantEthylparabenHCID 8434—
SolventMethanolHCID 887—
Product4-HydroxybenzamideHCID 65052—

Reaction Steps

Parahydroxybenzoic acid ethyl ester is dissolved in methanol, added with formalin and acetic acid to react overnight, added to NH3(aq) to obtain para-hydroxy benzoic amide. This product was added with formalin, acetic acid and N7-bromoethyl 3-isobutyl-1-methylxanthine processed through a Mannich reaction to obtain compound 33. Through purification and then dissolution into methanol, add NaOH and ethyl bromide to gain compound 34. Various substitutions can be made to produce other desired compounds. For example, by replacing ethyl bromide with propyl bromide, compound 35 can be obtained. By replacing theophylline with IBMX, compounds 36, 37, and/or 38 can be obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07550468B2
Source datasetuspto-grants-2009_06
ORD IDord-63322689126043b4856d1555c796c07b
Source noteuspto-grants-2009_06