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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2308439Generated: October 30, 2026

Triethylamine → 2-Methoxy-N-(4-methoxy-7-phenyl-benzothiazol-2-yl)-benzamide

https://huagongshe.com/reaction/2308439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Methoxybenzoyl chlorideHCID 88969—
Reactant2-Amino-4-methoxy-7-phenyl-benzothiazoleHCID 22283026—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
Product2-Methoxy-N-(4-methoxy-7-phenyl-benzothiazol-2-yl)-benzamideHCID 22283400—

Reaction Steps

To a solution of 2-amino-4-methoxy-7-phenyl-benzothiazole (200 mg, 0.67 mmol) in THF (10 m) was added DMAP (10 mg, 0.08 mmol), triethylamine (163 □l, 1.17 mmol) and 2-methoxybenzoyl chloride (136 □l, 1 mmol) in THF (2 ml). The mixture was then heated to reflux for 2 h, after cooling, it was partitioned between 1:1 AcOEt/THF (70 ml) and 5% NaHCO3 solution( 40 ml). The organic phase was washed with saturated NaCl solution (50 ml), dried with Na2SO4, filtered and the solvent removed under reduced presure. The residue was suspended in ether (10 ml), filtered, washed with ether then dried under vacuum (0.05 mmHg, 60° C.), to afford the title compound was a white solid (260 mg, 85% yield), MS: m/e=390.0 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06835732B2
Source datasetuspto-grants-2004_12
ORD IDord-cb21b3cccc95421192821e08239d64c5
Source noteuspto-grants-2004_12