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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1112341Generated: October 26, 2026

Acetic Acid → (Pyren-1-ylmethylene)malononitrile

https://huagongshe.com/reaction/1112341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMalononitrileHCID 8010—
Reactant1-PyrenecarboxaldehydeHCID 232848—
ReactantAmmonium AcetateHCID 517165—
SolventBenzeneHCID 241—
SolventEthanolHCID 702—
SolventChlorobenzeneHCID 7964—
SolventTetrahydrofuranHCID 8028—
Product(Pyren-1-ylmethylene)malononitrileHCID 290168—

Reaction Steps

About 100 grams (0.434 moles) pyrene-1-carboxaldehyde, about 28.7 grams (0.434 moles) malononitrile, about 10.4 milliliters acetic acid, about 3.48 grams ammonium acetate and about 400 milliliters benzene are heated to boiling under reflux conditions for 30 minutes. The entire contents of the flask crystallized, forming a deep orange red product which is soluble in tetrahydrofuran, moderately soluble in ethanol and very soluble in chlorobenzene. This product is recrystallized from a mixture of chlorobenzene and ethanol (30:70). Yield: 104.4 grams m. p 248°-250° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04122114
Source datasetuspto-grants-1978_10
ORD IDord-9c9ed8e113d747768ff0cc87f7818130
Source noteuspto-grants-1978_10