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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1864973Generated: October 31, 2026

Acetylacetone → 2-Methyl-4-nitro-1H-benzo[d]imidazole

https://huagongshe.com/reaction/1864973

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetylacetoneHCID 31261—
Reactant3-Nitro-1,2-phenylenediamineHCID 4359525—
SolventHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
Product2-Methyl-4-nitro-1H-benzo[d]imidazoleHCID 151266195.1%

Reaction Steps

3-Nitrobenzene-1,2-diamine (1.0 g) was dissolved in ethanol (90 mL) and 5N hydrochloric acid (24 mL), and to this solution was added 2,4-pentanedione (1.3 g). The mixture was heated for 3 hours under reflux, cooled down to room temperature and concentrated. To this concentrate was added ethyl acetate, and the mixture was washed successively with saturated aqueous sodium bicarbonate and water, and dried over sodium sulfate to give the title compound (1.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07625948B2
Source datasetuspto-grants-2009_12
ORD IDord-07dc22c64457410986f0c45cf8204f69
Source noteuspto-grants-2009_12