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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21243Generated: October 27, 2026

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

https://huagongshe.com/reaction/21243

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantCumylamineHCID 68509—
Reactant3-Chloro-p-anisic acidHCID 169982—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-chloro-4-methoxy-N-(1-methyl-1-phenylethyl)benzamideHCID 6848913197.6%

Reaction Steps

In a similar manner to Step 1 of Example 137, 3-chloro-4-methoxybenzoic acid (1.00 g, 5.36 mmol) was dissolved in DMF (20 mL), and the solution was treated with EDCI (2.06 g, 10.7 mmol), HOBT monohydrate (724 mg, 5.36 mmol) and cumylamine (1.54 mL, 10.7 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-methoxy-N-(1-methyl-1-phenylethyl)benzamide (1.59 g, yield 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-40b735be436244ed95f8f35469bd7365
Source noteuspto-grants-2010_06