Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354204Generated: November 2, 2026

Ethyl Acetate → HCID 66918937, compound

https://huagongshe.com/reaction/2354204

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium borohydrideHCID 4311764—
ReactantN-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-[(2-methylprop-2-en-1-yl)oxy]-2-nitrobenzamideHCID 66918925—
CatalystCupric acetateHCID 8895—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 66918937HCID 6691893744.5%

Reaction Steps

To a solution of N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-[(2-methylprop-2-en-1-yl)oxy]-2-nitrobenzamide (8.73 g) in methanol (250 ml) was added a saturated solution of copper acetate in water (80 ml). Sodium borohydride (4.3 g) was added portionwise and the mixture stirred for a further 1 hour at room temperature. Ethyl acetate (300 ml) was added and the mixture washed with aqueous sodium hydrogen carbonate (200 ml). The combined aqueous extracts were extracted with ethyl acetate (2×200 ml), the resulting organics washed with brine (100 ml) and dried (magnesium sulfate) and Concentrated to give the crude 2-amino-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-[(2-methylprop-2-en-1-yl)oxy]benzamide (3.6 g) as an oil which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750154B2
Source datasetuspto-grants-2010_07
ORD IDord-0197ef1af02647dcb69dfd3b1a8128c5
Source noteuspto-grants-2010_07