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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656397Generated: October 28, 2026

Triphosgene → 2-(5,7-Dimethyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-N,N-dimethylacetamide

https://huagongshe.com/reaction/656397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
ReactantN2-(2-Amino-4,6-dimethylphenyl)-N1,N1-dimethylglycinamideHCID 68997231—
SolventAcetonitrileHCID 6342—
Product2-(5,7-Dimethyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-N,N-dimethylacetamideHCID 57457193—

Reaction Steps

To a solution of N2-(2-amino-4,6-dimethylphenyl)-N1,N1-dimethylglycinamide from Step B (930 mg, 4.20 mmol) in CH3CN (20 mL) at 0° C. was added triphosgene (1.25 g, 4.20 mmol). The reaction mixture was stirred for 1 h, then quenched with H2O (50 mL) and extracted with CH2Cl2 (3×50 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography, eluting with a gradient of CH2Cl2:MeOH—100:0 to 95:5, to give the title compound. MS: m/z=248 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071771B2
Source datasetuspto-grants-2011_12
ORD IDord-0e6ca5b56e5a4098bc9737d59da3a605
Source noteuspto-grants-2011_12