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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370551Generated: November 3, 2026

Ethyl Acetate → HCID 57725407, compound

https://huagongshe.com/reaction/2370551

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-6-methoxybenzothiazoleHCID 273132—
Reactant(S)-(+)-1-CyclohexylethylamineHCID 5325951—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 57725407HCID 57725407—

Reaction Conditions

Temperature110 °C

Reaction Steps

To the solution of 2-chloro-6-methoxybenzo[d]thiazole (2.0 g, 10 mmol) in 10 ml of NMP was added (S)-1-cyclohexylethanamine (2.3 g, 18 mmol) and DIPEA (3.5 ml, 20 mmol). The reaction solution was stirred at 110° C. for 96 hr. The reaction was worked up by adding 170 ml ethyl acetate and washed with 1×60 ml of saturated NaHCO3, 1×60 ml 5% NaHCO3 solution, 1×60 ml water, 1×60 ml saturated NaCl, dried with sodium sulfate, filtered and concentrated in vaccuo to give (S)—N-(1-cyclohexylethyl)-6-methoxybenzo[d]thiazol-2-amine as crude solid (3.39 grams). ES/MS m/z 291.1 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710048B2
Source datasetuspto-grants-2014_04
ORD IDord-d0aba6368bb8474fb170d6db10367c18
Source noteuspto-grants-2014_04