HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 721394Erstellt: 24. Oktober 2026
Mandelonitrile → Cyano(phenyl)methyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,5-dimethylphenyl}carbamate
https://huagongshe.com/de/reaction/721394
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Mandelonitrile | HCID 10758 | — |
| Edukt | Triphosgene | HCID 94429 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 4-((6,7-Dimethoxyquinolin-4-yl)oxy)-2,5-dimethylaniline | HCID 21890421 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | Cyano(phenyl)methyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,5-dimethylphenyl}carbamate | HCID 58739041 | 40,3% |
Reaktionsschritte
4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethylaniline (50 mg) was added to toluene (5 ml), and triethylamine (0.5 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (68 mg) in methylene chloride was then added thereto, and the mixture was heated under reflux for 10 min. Next, 2-hydroxy-2-phenylacetonitrile (31 mg) was added thereto, and the mixture was further stirred with heating under reflux for 3 hr. A saturated aqueous sodium bicarbonate solution was added to stop the reaction, and the reaction solution was then extracted with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution, water, and saturated brine in that order. The extract was dried over sodium sulfate and was then concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (30 mg, yield 39%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07135466B2 |
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| Quelldatensatz | uspto-grants-2006_11 |
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| ORD ID | ord-596015a125554e28baf4c111fe244faa |
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| Quellennotiz | uspto-grants-2006_11 |
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