HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713820Generated: October 31, 2026
2-Chloroethanol → 2-(1,1-Dicyanopropen-2-yl)-6-{[2-(2-hydroxy-ethoxy)-ethyl]methylamino}naphthalene
https://huagongshe.com/reaction/713820
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Chloroethanol | HCID 34 | — |
| Reactant | (1-(6-((2-Hydroxyethyl)(methyl)amino)-2-naphthyl)ethylidene)malononitrile | HCID 18761122 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(1,1-Dicyanopropen-2-yl)-6-{[2-(2-hydroxy-ethoxy)-ethyl]methylamino}naphthalene | HCID 118509367 | 60% |
Reaction Steps
0.40 g (1.4 mmol) of the fourth compound 4 is obtained to be dissolved in 8 mL of anhydrous acetonitrile. 0.35 g (4.3 mmol) of 2-chloro-ethanol is added to be heated with stirring at 80° C. for 17 hrs. After cooling, extraction is processed with dichloromethane. After being dried with anhydrous sodium sulfate, an organic phase is concentrated under reduced pressure to be separated and purified by liquid chromatography (SiO2, CHCl3:EtOAc=1:1). Thus, a product, 2-(1,1-dicyanopropen-2-yl)-6-{[2-(2-hydroxy-ethoxy)-ethyl]methylamino}naphthalene 5 (hereinafter referred to as fifth compound 5), is obtained, which has a weight of 0.29 g and a yield of 60.0%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09186423B1 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-5b82f0fe56ec4fe897ea5ebfaf8a2be3 |
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| Source note | uspto-grants-2015_11 |
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