Hydrochloric Acid → HCID 178482227, Verbindung

HRID 542810

Reaktionsgleichung

Reaktionsgleichung von HRID 542810
C([Li])CCC.[CH3:6][C:7]1[NH:11][N:10]=[N:9][N:8]=1.[F:12][C:13]1[CH:22]=[CH:21][C:16]([C:17](OC)=[O:18])=[C:15]([NH:23][CH3:24])[CH:14]=1.Cl>CCCCCC.O1CCCC1.O>[F:12][C:13]1[CH:22]=[CH:21][C:16]([C:17](=[O:18])[CH2:6][C:7]2[NH:11][N:10]=[N:9][N:8]=2)=[C:15]([NH:23][CH3:24])[CH:14]=1

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 13474393Methyl 4-fluoro-2-(methylamino)benzoateHCID 178418339ButyllithiumHCID 178434708HCID 178434708, Verbindung

Produkt 1

HCID 178482227HCID 178482227, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel2×HCID 8058HexaneLösungsmittel

Versuchsvorschrift

A solution of butyl lithium in hexane (2.7M, 53 ml) was added to a stirred suspension of 5-methyltetrazole (6.0 g) in dry tetrahydrofuran (250 ml) at 0° under nitrogen. A solution of methyl 4-fluoro-2-methylaminobenzoate (4.36 g) in dry tetrahydrofuran (20 ml) was added during 10 minutes. The mixture was stirred for 17 hours at room temperature and then for 3 hours at 40° to 70°. The mixture was cooled to room temperature and water (200 ml) was added. The mixture was neutralised with dilute aqueous hydrochloric acid and extracted with dichloromethane (3×100 ml). The combined extracts were dried and evaporated under reduced pressure. The residue was crystallised from industrial methylated spirit to give the novel compound 1-(4-fluoro-2-methylaminophenyl)-2-(1H-tetrazol-5-yl)ethanone, m.p. 214°-6°.

Aufarbeitung

  1. waitfor 3 hours at 40° to 70°
  2. temperatureThe mixture was cooled to room temperature
  3. extractionextracted with dichloromethane (3×100 ml)
  4. customThe combined extracts were dried
  5. customevaporated under reduced pressure
  6. customThe residue was crystallised from industrial methylated spirit

Quellen und Nachweise

ORD-Eintrag
ord-6789cd0c6d0b42eb9df4ab2d67874bfc
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04659718

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