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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21247Generated: October 25, 2026

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

https://huagongshe.com/reaction/21247

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantCumylamineHCID 68509—
Reactant3-Chloro-4-methylbenzoic AcidHCID 78840—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-chloro-4-methyl-N-(1-methyl-1-phenylethyl)benzamideHCID 6849322197.2%

Reaction Steps

In a similar manner to Step 1 of Example 137, 3-chloro-4-methylbenzoic acid (1.00 g, 5.86 mmol) was dissolved in DMF (20 mL), and the solution was treated with EDCI (2.25 g, 11.7 mmol), HOBT monohydrate (792 mg, 5.86 mmol) and cumylamine (1.69 mL, 11.7 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. The obtained solid was purified by slurry using diisopropylether to obtain 3-chloro-4-methyl-N-(1-methyl-1-phenylethyl)benzamide (1.64 g, yield 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-fefce322f23643309993e528cf8bb506
Source noteuspto-grants-2010_06