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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2074233Generated: October 31, 2026

Phosphoric Acid → 1-methyl-2-(3-piperidin-4-ylpropyl)-1H-benzimidazole

https://huagongshe.com/reaction/2074233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphoric AcidHCID 1004—
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxide (P4O10)HCID 14812—
ReactantN-Methyl-o-phenylenediamineHCID 78498—
Reactant4-Piperidine butyric acid hydrochlorideHCID 16217040—
SolventWaterHCID 962—
Product1-methyl-2-(3-piperidin-4-ylpropyl)-1H-benzimidazoleHCID 5742179886.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

Phosphoric acid (7 ml) and diphosphorus pentoxide (14 g) were heated at 150° C. for 30 minutes, N-methylbenzene-1,2-diamine (1.3 g) and 4-piperidin-4-ylbutanoic acid hydrochloride (1.5 g) were added thereto, followed by heating at 120° C. for 3 hours. The reaction solution was poured into water, neutralized with aqueous sodium hydroxide solution, and then extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: chloroform:methanol:aqueous ammonia=10:1:0.1 (v/v/v)) to obtain 1-methyl-2-(3-piperidin-4-ylpropyl)-1H-benzimidazole (1.61 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919494B2
Source datasetuspto-grants-2011_04
ORD IDord-983449c35af34f3080efa8138d430458
Source noteuspto-grants-2011_04