Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922254Generated: October 25, 2026

Ethyl Acetate → N-(cyclohexylmethyl)-6-methoxy-1,3-benzothiazol-2-amine

https://huagongshe.com/reaction/1922254

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCyclohexanemethylamineHCID 76688—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-6-methoxybenzothiazoleHCID 273132—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-(cyclohexylmethyl)-6-methoxy-1,3-benzothiazol-2-amineHCID 5772568894.9%

Reaction Conditions

Temperature107.5 °C

Reaction Steps

To the solution of 2-chloro-6-methoxybenzo[d]thiazole (900 mg, 4.5 mmol) in 4.5 ml of NMP was added cyclohexylmethanamine (865 mg, 7.65 mmol) and DIPEA (1.57 ml, 9.0 mmol). The reaction solution was stirred at 105-110° C. for 66 hours. The reaction was worked up by adding 250 ml ethyl acetate and washed with 2×60 ml of saturated NaHCO3, 3×60 ml water, 1×60 ml saturated NaCl, dried with sodium sulfate, filtered and concentrated in vacuo to give N-(cyclohexylmethyl)-6-methoxybenzo[d]thiazol-2-amine as solid (1.18 grams). ES/MS m/z 277.1 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173689B2
Source datasetuspto-grants-2012_05
ORD IDord-06fda797a4b5466aa24b98ad7496fca5
Source noteuspto-grants-2012_05