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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 376230Generated: October 31, 2026

Piperidine → 10-(2-Benzothiazolyl)-2,3,6,7-tetrahydro-1,1,7,7-tetramethyl-1H,5H,11H-(1)benzopyropyrano(6,7-8-I,j)quinolizin-11-one

https://huagongshe.com/reaction/376230

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantBenzothiazol-2-YL-acetic acid ethyl esterHCID 359796—
Reactant8-Hydroxy-1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-9-carbaldehydeHCID 737089—
SolventAcetonitrileHCID 6342—
Product10-(2-Benzothiazolyl)-2,3,6,7-tetrahydro-1,1,7,7-tetramethyl-1H,5H,11H-(1)benzopyropyrano(6,7-8-I,j)quinolizin-11-oneHCID 511280580.4%

Reaction Steps

A mixture of 12.28 g of ethyl 2-(benzothiazolyl)acetate was refluxed with 15 g of 1,1,7,7-tetramethyl-8-hydroxy-9-formyljulolidine in 120 mL of acetonitrile containing 2 mL of piperidine as a base catalyst for 15 h. Upon cooling, the precipitated bright orange solid was filtered and washed with some acetonitrile to give 19 g (79% yield) of pure dye C-545T: m.p. 229-230° C.; Tg=100° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06020078
Source datasetuspto-grants-2000_02
ORD IDord-6bd31264e11c438d8fbe3ce87d8d95f3
Source noteuspto-grants-2000_02