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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33392Generated: October 25, 2026

Dimethylformamide → 5-Methoxy-3-methyl-1-(3-methyl-3-nitro-butyl)-1,3-dihydro-benzimidazol-2-one

https://huagongshe.com/reaction/33392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant1-Iodo-4-methyl-4-nitro-pentaneHCID 9943063—
Reactant5-methoxy-1-methyl-1H-benzo[d]imidazol-2(3H)-oneHCID 21321253—
SolventWaterHCID 962—
Product5-Methoxy-3-methyl-1-(3-methyl-3-nitro-butyl)-1,3-dihydro-benzimidazol-2-oneHCID 67188748—

Reaction Steps

1.1 g (28 mmol) 60% sodium hydride are added to 2.5 g (14 mmol) 5-methoxy-1-methyl-1,3-dihydro-benzimidazol-2-one in 30 mL DMF while being cooled with the ice bath. After 30 minutes a solution of 1-iodo-4-methyl-4-nitro-pentane in 20 mL DMF is piped in and the mixture is stirred overnight. It is diluted with water and extracted with ethyl acetate. The combined organic phases are washed with water, dried and evaporated down. The solid remaining is stirred with diethyl ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429583B2
Source datasetuspto-grants-2008_09
ORD IDord-d35fe270f68d4d36ba671ea26580a9ec
Source noteuspto-grants-2008_09