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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75773Generated: October 29, 2026

Sodium Hydroxide → HCID 86656488, compound

https://huagongshe.com/reaction/75773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant3-[4-(6-Fluoro-benzothiazol-2-ylamino)-phenyl]-5-phenyl-isoxazole-4-carboxylic acid ethyl esterHCID 86656489—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86656488HCID 8665648878.2%

Reaction Steps

The compound 3-[4-(6-fluoro-benzothiazol-2-ylamino)-phenyl]-5-phenyl-isoxazole-4-carboxylic acid ethyl ester (10.9 g; 23.7 mmol) was dissolved in 100 ml THF by heating at reflux to get a clear solution. To the solution, 1N NaOH (47.4 ml; 44.7 mmol) was added and the reaction mixture was stirred for 2 h. The solvent was removed. The residue was taken up in water and acidified with 2N HCl to pH 2. The solid was filtered and dried to provide 8 g of the title compound in 78.2% yield. 1H NMR (DMSO-d6) δ: 7.18 (m, 1H), 7.54-7.59 (m, 3H), 7.62-7.69 (m 3H), 7.76 (2×d, 1H), 7.84-7.92 (m, 4H), 10.76 (s, 1H); Mass (ES+), 432 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835428B2
Source datasetuspto-grants-2014_09
ORD IDord-3d8bc3405053411197a8dcce377ac7c3
Source noteuspto-grants-2014_09