Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353045Generated: October 30, 2026

Dimethylformamide → HCID 697349, compound

https://huagongshe.com/reaction/2353045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant2H-Benzimidazol-2-one, 1,3-dihydro-5-nitro-HCID 3725611—
ProductHCID 697349HCID 69734993%

Reaction Steps

DMF (10 ml) was added to 0.6 g of 60% NaH (15.12 mM) in a 100 mL round bottom flask under N2. Added to the flask was 1.29 g of 5-nitro-2-benzimidazolinone (7.20 mM) in 10 mL DMF and rinsed with 10 mL more DMF. The solution was stirred 25 minutes and 10.22 g MeI (72 mM) was added and then stirred a further 3 hours. HCl (200 mL, 1 M) was added to the solution and then was extracted with EtOAc, washed with brine, and dried over MgSO4 and then concentrated in vacuo and flashed 0 to 100% EtOAc in hexanes to give 1.4 g of 1,3-dimethyl-5-nitro-1H-benzo[d]imidazol-2(3H)-one (93% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07749994B2
Source datasetuspto-grants-2010_07
ORD IDord-84281830b1cf49c8aa3225c5accfe3e5
Source noteuspto-grants-2010_07