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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201443Generated: October 29, 2026

Ethyl Acetate → HCID 136078936, compound

https://huagongshe.com/reaction/2201443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAluminum(III) ChlorideHCID 6451240—
ReactantHCID 86698072HCID 86698072—
SolventDichloromethaneHCID 6344—
ProductHCID 136078936HCID 1360789367%

Reaction Steps

A mixture of tert-butyl 2-(4-(6-methoxyquinolin-2-yl)phenylcarbonothioyl)hydrazinecarboxylate (500 mg, 1.49 mmol) and AlCl3 (600 mg, 4.50 mmol) in anhydrous DCM (50 mL) was refluxed overnight. Reaction was cooled, followed by an aqueous/EtOAc workup. The residue was purified by prep-HPLC (0.1% TFA as additive) to give Compound IV-33 (35 mg, yield 7%) as a solid. 1H NMR (DMSO-d6, 400 MHz): δ 13.22 (brs, 1H), 10.22 (brs, 1H), 8.40-8.28 (m, 3H), 8.11 (d, J=8.8 Hz, 1H), 7.98 (d, J=8.8 Hz, 1H), 7.86 (d, J=8.4 Hz, 2H), 7.38 (dd, J=9.2, 2.8 Hz, 1H), 7.22 (d, J=2.8 Hz, 1H). MS (ESI): m/z 321.7 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09364481B2
Source datasetuspto-grants-2016_06
ORD IDord-ca6e95cd263e44a8bf75c011beb5dcbe
Source noteuspto-grants-2016_06