5-Methoxybenzofuran-3(2H)-one

5-Methoxybenzofuran-3(2H)-one  Struktur
39581-55-0
CAS-Nr.
39581-55-0
Englisch Name:
5-Methoxybenzofuran-3(2H)-one
Synonyma:
AKOS BC-0911;5-METHOXY-BENZOFURAN-3-ONE;5-Nitro-3-Benzofuranone (2);5-methoxy-1-benzofuran-3-one;5-methoxybenzofuran-3(2H)-one;5-Methoxy-3(2H)-benzofuranone;3(2H)-Benzofuranone, 5-Methoxy-;5-Methoxy-1-benzofuran-3(2H)-one;1H-1,4-Diazepine,hexahydro-4-(phenylmethyl)-
CBNumber:
CB3840863
Summenformel:
C9H8O3
Molgewicht:
164.16
MOL-Datei:
39581-55-0.mol

5-Methoxybenzofuran-3(2H)-one Eigenschaften

storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P261 Einatmen von Staub vermeiden.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

5-Methoxybenzofuran-3(2H)-one Chemische Eigenschaften,Einsatz,Produktion Methoden

Synthese

5-Methoxybenzofuran-3(2H)-one is synthesised using 2-chloro-1-(2-hydroxy-5-methoxyphenyl)ethanone as raw material by chemical reaction. The specific synthesis steps are as follows:
To an ice-cooled solution of boron trichloride (1.2 equiv., 10 mmol, 10 ml of a solution of 1M BC13 in dichloromethane) under N2-atmosphere was added dropwise a solution of J (1 g, 8 mmol,) in dichloromethane (5 ml). Then, chloroacetonitrile (0.7 g, 10 mmol, 1.2 equiv. ) was added dropwise, followed by aluminum(III) chloride (0.5 g, 4 mmol, 0.5 equiv. ) in one portion. The reaction mixture was allowed to warm up to room temperature and was stirred for 6 h. The reaction mixture was diluted with dichloromethane and quenched with IN hydrochloric acid at 0°C. After stirring for 10 min, the aqueous layer was extracted with dichloromethane. The combined organic layers were washed with brine, dried (MgS04) and concentrated Purification by flash chromatography on silica gel (eluent: dichloromethane) afforded the desired product K (1 g, yield = 60percent). Intermediate K (0.15 g, 0.75 mmol, I equiv. ) and potassium acetate (0.22 g, 2.2 mmol, 3 equiv. ) were refluxed in ethanol (10 ml) for 1 h. After cooling, the reaction mixture was filtered and concentrated. The residue was mixed with water, and acidified with IN hydrochloric acid to pH = 1. The aqueous solution was extracted with ethyl acetate, the combined extracts were dried (MgS04), filtered and concentrated to afford the desired product L (110 mg, yield = 90 percent) as a pink solid The experimental procedures for the condensation reaction of compound L with 4-nitroaniline in acetic acid to form compound M, followed by Vilsmeier-Haack formulation and subsequent Knoevenagel condensation of the benzofuran carbaldehyde N with ethyl cyanoacetate to form compound 0, and finally, intramolecular cyclisation to compound 37 were performed using analogous procedures as exemplified in example 1 for the synthesis of compound f starting from compound a. Compound 37 was obtained as a yellow powder (30 mg, purity (LC) = 80 percent).
5-Methoxybenzofuran-3(2H)-one synthesis

5-Methoxybenzofuran-3(2H)-one Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


5-Methoxybenzofuran-3(2H)-one Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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  • 5-METHOXY-BENZOFURAN-3-ONE
  • AKOS BC-0911
  • 5-Methoxy-1-benzofuran-3(2H)-one
  • 3(2H)-Benzofuranone, 5-Methoxy-
  • 5-Methoxy-3(2H)-benzofuranone
  • 5-Nitro-3-Benzofuranone (2)
  • 1H-1,4-Diazepine,hexahydro-4-(phenylmethyl)-
  • 5-methoxybenzofuran-3(2H)-one
  • 5-methoxy-1-benzofuran-3-one
  • 39581-55-0
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