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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1166918Generated: November 1, 2026

Tetrahydrofuran → N-(4-chloro-3-methyl-5-isoxazolyl)-2-(4-dimethylaminobenzyl)benzo[b]thiophene-3-sulfonamide

https://huagongshe.com/reaction/1166918

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-3-methyl-1,2-oxazol-5-amineHCID 10582822—
Reactant2-(4-Dimethylaminobenzyl)-benzo[b]thiophene-3-sulfonylchlorideHCID 22998457—
SolventChloroform methanolHCID 21584188—
ProductN-(4-chloro-3-methyl-5-isoxazolyl)-2-(4-dimethylaminobenzyl)benzo[b]thiophene-3-sulfonamideHCID 10115600—

Reaction Steps

N-(4-chloro-3-methyl-5-isoxazolyl)-2-(4-dimethylaminobenzyl)-benzo[b]thiophene-3-sulfonamide was prepared by the method of Example 41 with 4-chloro-3-methyl-5-aminoisoxazole (0.52 mmoles, 69 mg), NaH (1.3 mmoles, 31 mg), 2-(4-dimethylaminobenzyl)-benzo[b]thiophene-3-sulfonylchloride (0.58 mmoles, 0.21 g) and THF (4 ml). Flash chromatography (5% methanol/chloroform) provided 0.16 g (66%) of a yellow gummy solid, m.p. 105-110° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06613804B2
Source datasetuspto-grants-2003_09
ORD IDord-48dee79cd5af4d54b8dd5ec1bb9f8763
Source noteuspto-grants-2003_09