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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747309Generated: November 1, 2026

1,1'-Carbonyldiimidazole → 3-(6-Methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl)-hexanoic acid ethyl ester

https://huagongshe.com/reaction/1747309

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant3-(2-Amino-5-methyl-phenylamino)-hexanoic acid ethyl esterHCID 59497503—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product3-(6-Methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl)-hexanoic acid ethyl esterHCID 5949728284.5%

Reaction Steps

To a solution of 3-(2-Amino-5-methyl-phenylamino)-hexanoic acid ethyl ester (1.4 g, 5.3 mmol) in THF (20 mL) was added CDI (1.0 g, 6.4 mmol). The reaction mixture was stirred at room temperature for 16 h. When the reaction was complete, the reaction mixture was diluted with ethyl acetate and washed with water. The organic phase was dried over Na2SO4 and concentrated to afford 1.3 g of the desired product as dark brown solid. The resulting residue was used for the next reaction without further purification. LCMS (ESMS): m/z 291.40 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-9e0bbcee951f4a23b0e22b987dbd8ab3
Source noteuspto-grants-2015_10