Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21257Generated: October 30, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-chloro-4-methoxymethoxy-N-(1-methyl-1-phenylethyl)benzamide

https://huagongshe.com/reaction/21257

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantCumylamineHCID 68509—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant3-Chloro-4-methoxymethoxybenzoic acidHCID 57986688—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-chloro-4-methoxymethoxy-N-(1-methyl-1-phenylethyl)benzamideHCID 6848907077.1%

Reaction Steps

In a similar manner to Step 1 of Example 137, 3-chloro-4-methoxymethoxybenzoic acid (2.39 g, 11.0 mmol) was dissolved in DMF (47 mL), and the solution was treated with EDCI (4.23 g, 22.1 mmol), HOBT monohydrate (1.69 g, 11.0 mmol) and cumylamine (3.20 mL, 22.0 mmol). The reaction mixture was added with water. The precipitated solid was collected by filtration and washed with water, followed by drying under reduced pressure to obtain 3-chloro-4-methoxymethoxy-N-(1-methyl-1-phenylethyl)benzamide (2.83 g, yield 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-01bcbb278b5d45e0879f5b73eff2fb3e
Source noteuspto-grants-2010_06