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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494408Generated: October 25, 2026

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

https://huagongshe.com/reaction/494408

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 numberUS07538140B2
Source datasetuspto-grants-2009_05
ORD IDord-13808874dc154a92b302c2793f31cec2
Source noteuspto-grants-2009_05