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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512537Generated: October 25, 2026

Pyridine → 1-{4-[4-Carbamoyl-2-(naphthalen-2-ylamino)thiazol-5-ylcarbamoyl]benzyl}pyridinium chloride

https://huagongshe.com/reaction/512537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant4-(Chloromethyl)benzoyl chlorideHCID 70136—
Reactant5-Amino-2-(naphthalen-2-ylamino)thiazole-4-carboxamideHCID 86703369—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Product1-{4-[4-Carbamoyl-2-(naphthalen-2-ylamino)thiazol-5-ylcarbamoyl]benzyl}pyridinium chlorideHCID 7255041310%

Reaction Steps

To a solution of 5-amino-2-(naphthalen-2-ylamino)thiazole-4-carboxamide (0.18 g, 0.62 mmol) and a catalytic amount of DMAP in pyridine (5 mL) was added 4-chloromethylbenzoyl chloride (0.13 g, 0.68 mmol) at 0° C. under N2-atmosphere. The mixture was stirred for 16 hrs at rt under nitrogen atmosphere. The solvent was evaporated, and the residue was triturated with water. The resulting solids were collected by filtration and washed with MeOH to give 0.030 g (10% yield) of the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102637B2
Source datasetuspto-grants-2015_08
ORD IDord-21134be9d76349748d92a51f4857407e
Source noteuspto-grants-2015_08