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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cyclohexanemethylamine | HCID 76688 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-6-methoxybenzothiazole | HCID 273132 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | N-(cyclohexylmethyl)-6-methoxy-1,3-benzothiazol-2-amine | HCID 57725688 | 94.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08173689B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-06fda797a4b5466aa24b98ad7496fca5 |
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| Source note | uspto-grants-2012_05 |
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