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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369526Generated: November 3, 2026

Triethylamine → HCID 22291033, compound

https://huagongshe.com/reaction/1369526

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 numberUS06579872B1
Source datasetuspto-grants-2003_06
ORD IDord-325c349321e8423980d16c79e62ec47f
Source noteuspto-grants-2003_06