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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747285Generated: October 31, 2026

Potassium Carbonate → 1-Isopropenyl-3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-1,3-dihydro-benzimidazol-2-one

https://huagongshe.com/reaction/1747285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantIodide IonHCID 30165—
Reactant1,3-Dihydro-1-(1-methylvinyl)-2H-benzimidazol-2-oneHCID 100278—
ReactantTrimethyl-(4-methyl-benzo[b]thiophen-3-ylmethyl)-ammoniumHCID 59497388—
SolventEthyl AcetateHCID 8857—
SolventDimethylacetamideHCID 31374—
Product1-Isopropenyl-3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-1,3-dihydro-benzimidazol-2-oneHCID 59497427—

Reaction Conditions

Temperature120 °C

Reaction Steps

1-isopropenylbenzimidazolone (0.5 g, 2.9 mmol) in DMA (8 mL) was added and trimethyl-(4-methyl-benzo[b]thiophen-3-ylmethyl)-ammonium; iodide (1.0 g, 2.9 mmol) and K2CO3 (0.80 g, 5.74 mmol). The reaction mixture was heated to 120° C. for 15 min in a microwave and then 150° C. for another 5 min. The mixture was diluted with ethyl acetate and washed with water (×4). The organic phase was dried over Na2SO4 and concentrated. The resulting residue was purified by silica gel prep TLC using 98:2 CH2Cl2:MeOH as an eluent to afford 0.7 g of the desired product as a white solid

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-554c0506cc914ec3b3fe943da6f6fd27
Source noteuspto-grants-2015_10