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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748155Generated: October 30, 2026

Triethylamine → tert-Butyl 6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridinecarboxylate

https://huagongshe.com/reaction/748155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzoic acid, 2-mercapto-, methyl esterHCID 21009—
Reactanttert-Butyl 6-cyanopicolinateHCID 22939377—
SolventTolueneHCID 1140—
Producttert-Butyl 6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridinecarboxylateHCID 2293934872.1%

Reaction Steps

A mixture of tert-butyl 6-cyano-2-pyridinecarboxylate (1.1 g, 5.3 mmol), methyl thiosalicylate (1.8 g, 10.7 mmol), triethylamine (2.0 ml, 14.3 mmol) and toluene (4 ml) was refluxed for 12 hrs. After cooling, the precipitated crystals were collected by filtration, recrystallized from tetrahydrofuran-hexane to give the titled compound (1.3 g, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399759B2
Source datasetuspto-grants-2008_07
ORD IDord-6fa215a803d74676bcec4d4fc549ac57
Source noteuspto-grants-2008_07