HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237309Generated: October 29, 2026
Potassium Carbonate → HCID 67347840, compound
https://huagongshe.com/reaction/237309
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chlorobenzothiazole | HCID 11987 | — |
| Reactant | 3-(5-Chloro-2-hydroxy-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester | HCID 67342909 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 67347840 | HCID 67347840 | 83.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08642583B2 |
|---|
| Source dataset | uspto-grants-2014_02 |
|---|
| ORD ID | ord-417dde30a27642ed975f91b4f963c03b |
|---|
| Source note | uspto-grants-2014_02 |
|---|