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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 585495Generated: October 27, 2026

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

https://huagongshe.com/reaction/585495

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 numberUS06933306B2
Source datasetuspto-grants-2005_08
ORD IDord-c3b2a1641c434932972fdce5c36ef893
Source noteuspto-grants-2005_08