Hydrochloric Acid → Phenyl 7-fluoro-2,1,3-benzoxadiazole-4-sulfonate

HRID 622181

Reaktionsgleichung

Reaktionsgleichung von HRID 622181
Cl[S:2]([C:5]1[C:13]2[C:9](=[N:10][O:11][N:12]=2)[C:8]([F:14])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[C:15]1([OH:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.N1C=CC=CC=1.Cl>C1C=CC=CC=1.C(Cl)(Cl)Cl>[F:14][C:8]1[C:9]2=[N:10][O:11][N:12]=[C:13]2[C:5]([S:2]([O:21][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:4])=[O:3])=[CH:6][CH:7]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 996PhenolHCID 1049PyridineHCID 42069504-(Chlorosulfonyl)-7-fluoro-2,1,3-benzoxadiazole

Produkt 1

HCID 21293920Phenyl 7-fluoro-2,1,3-benzoxadiazole-4-sulfonate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 241BenzeneLösungsmittel2×HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

1.0 g of the compound obtained in Example 1 and 1 g of phenol were dissolved in 5 ml of benzene. Next, after dripping in a chilled mixed solution of 5 ml of benzene and 1 ml of pyridine, the solution was allowed to react for 4 hours at room temperature. After dripping in 50 ml of chilled 10% hydrochloric acid, the solution was extracted with benzene, water washed, and then dried with magnesium sulfate and reduced pressure concentrated. The remaining solid was subjected to chloroform mobile phase; silica gel column chromatography (2 cm ×60 cm) to prepare 2 ml fractions. These were then subjected to thin layer chromatography (silica gel, chloroform) and the fractions with an Rf range in the vicinity of 0.73 were collected. After reduced pressure condensation, the substance was recrystallized using n-hexane. The resulting 0.4 g of white needle shaped crystals had a melting point of between 120° to 121° C.

Aufarbeitung

  1. customto react for 4 hours at room temperature
  2. extractionthe solution was extracted with benzene, water
  3. washwashed
  4. dry with materialdried with magnesium sulfate and reduced pressure
  5. concentrationconcentrated
  6. customsilica gel column chromatography (2 cm ×60 cm) to prepare 2 ml fractions
  7. customthe fractions with an Rf range in the vicinity of 0.73 were collected
  8. customAfter reduced pressure condensation
  9. customthe substance was recrystallized
  10. customof between 120° to 121° C.

Quellen und Nachweise

ORD-Eintrag
ord-de05366c141849d8bdd1eee5011e1b58
Quelldatensatz
uspto-grants-1988_09
Patentnummer
US04769467

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