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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237309Generated: October 29, 2026

Potassium Carbonate → HCID 67347840, compound

https://huagongshe.com/reaction/237309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-ChlorobenzothiazoleHCID 11987—
Reactant3-(5-Chloro-2-hydroxy-phenoxy)-azetidine-1-carboxylic acid tert-butyl esterHCID 67342909—
SolventAcetonitrileHCID 6342—
ProductHCID 67347840HCID 6734784083.2%

Reaction Conditions

Temperature135 °C

Reaction Steps

A mixture of 3-(5-chloro-2-hydroxy-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester (0.5 mmol), 2-chloro-benzothiazole (0.5 mmol), and K2CO3 (1 mmol) in CH3CN (3 mL) was heated at 120-150° C. via Microwave for 1 h. The mixture was cooled down and separated through PTLC providing 3-[2-(benzothiazol-2-yloxy)-5-chloro-phenoxy]-azetidine-1-carboxylic acid tert-butyl ester (180 mg). The ester was re-dissolved into CH2Cl2 (20 mL), and CF3COOH (3 mL) was added. The mixture was stirred at 25° C. for 4 h. After concentration, the title compound was obtained (192 mg). MS (ESI): mass calcd. for C16H13ClN2O2S, 332.0; m/z found, 333.1 [M+H]+. 1H NMR (MeOD): 7.23-7.07 (m, 4H), 6.92-6.81 (m, 3H), 5.14-5.08 (m, 1H), 4.51 (dd, J=12.5, 6.6 Hz, 2H), 4.23 (dd, J=12.5, 5.0 Hz, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642583B2
Source datasetuspto-grants-2014_02
ORD IDord-417dde30a27642ed975f91b4f963c03b
Source noteuspto-grants-2014_02