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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1634202Generated: October 31, 2026

Thiobenzamide → 2-phenyl-4H,5H,6H,7H-(1,3)thiazolo(5,4-c)pyridine

https://huagongshe.com/reaction/1634202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiobenzamideHCID 683563—
Reactant1-tert-Butyloxycarbonyl-3-bromo-4-oxopiperidineHCID 10683970—
SolventDimethylformamideHCID 6228—
Product2-phenyl-4H,5H,6H,7H-(1,3)thiazolo(5,4-c)pyridineHCID 2233748753%

Reaction Steps

A solution of 1-tert-butoxycarbonyl-3-bromopiperidin-4-one (8 g) and thiobenzamide (3.4 g) in DMF was heated at 70 ° C. for 16 h, then cooled to room temperature. The solvent was evaporated in vacuo and the residue dissolved in water (100 ml) and washed with ether (100 ml), then basified with sodium hydroxide and extracted into ethyl acetate (3×100 ml). The solvent was dried (MgSO4) and evaporated to give the title compound as cream solid (2.81 g, 53% based on thiobenzamide used).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06506773B2
Source datasetuspto-grants-2003_01
ORD IDord-69120d1bd4fa42e9aafd6ca8232fa35d
Source noteuspto-grants-2003_01