Phosgene → HCID 178481179, Verbindung

HRID 381652

Reaktionsgleichung

Reaktionsgleichung von HRID 381652
[F:1][C:2]1[CH:3]=[C:4]([NH2:11])[C:5](=[CH:9][CH:10]=1)[C:6]([OH:8])=O.C(Cl)(Cl)=O.[Na+].[CH3:17][S:18]([CH2-])=[O:19].C(O[CH2:29][CH3:30])(OCC)OCC.N1CCCC[CH2:32]1>C(O)(=O)C>[CH3:32][N:11]1[C:4]2[CH:3]=[C:2]([F:1])[CH:10]=[CH:9][C:5]=2[C:6](=[O:8])[C:29]([S+:18]([O-:19])[CH3:17])=[CH:30]1

Komponenten

7

Edukt 5

HCID 6371PhosgeneHCID 8082PiperidineHCID 31214Ethyl orthoformateHCID 27249674-Fluoroanthranilic acidHCID 10154010Methane, sulfinylbis-, ion(1-), sodium

Produkt 1

HCID 178481179HCID 178481179, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

starting with 4-fluoroanthranilic acid comprising cyclization with phosgene to create an intermediate -A, followed by methylation to create an intermediate -B, then by reaction with dimsyl sodium to create an intermediate -C, then by reaction with triethyl orthoformate in the presence of piperdine and acetic acid to give flosequinan. The overall yield of the disclosed process is greater than about 16%.

Quellen und Nachweise

ORD-Eintrag
ord-9604846a8b2848ef94d287caf71cf1df
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06307050B1

Verknüpfte Notizen

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