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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 967887Generated: October 31, 2026

Triethylamine → HCID 22291033, compound

https://huagongshe.com/reaction/967887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN-(3-amino-4-methylphenyl)benzamideHCID 1120264—
Reactant3-(Chloromethyl)benzoyl chlorideHCID 2733324—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 22291033HCID 22291033101.5%

Reaction Steps

Triethylamine (2.0 ml) was added to a stirred mixture of N-(3-amino-4-methylphenyl)benzamide (3.0 g), 3-chloromethylbenzoyl chloride (2.76 g), 4-dimethylaminopyridine (0.162 g) and methylene chloride (50 ml) and the reaction mixture was stirred at ambient temperature for 16 hours. The mixture was evaporated and the residue was triturated under 2N aqueous hydrochloric acid solution. The solid so obtained was isolated, washed in turn with a saturated aqueous sodium bicarbonate solution, water and isohexane and dried under vacuum at 55° C. There was thus obtained the title compound (5.1 g); NMR Spectrum: (DMSOd6) 2.19 (s, 3H), 4.85 (s, 2H), 7.23 (d, 1H), 7.55 (m, 5H), 7.66 (d, 1H), 7.84 (s, 1H), 7.95 (m, 3H), 8.05 (s, 1H), 9.96 (s, 1H), 10.22 (s, 1H); Mass Spectrum: M−H− 377.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06956037B2
Source datasetuspto-grants-2005_10
ORD IDord-0cc23b1c47ad46bba973b22a7f323b4a
Source noteuspto-grants-2005_10