Potassium Hydroxide → 6-fluoro-(3H)-benzo-thiazolon-5-ylhydrazine

HRID 477397

Reaktionsgleichung

Reaktionsgleichung von HRID 477397
[NH2:1][C:2]1[C:3]([F:12])=[CH:4][C:5]2[S:9][C:8](=O)[NH:7][C:6]=2[CH:11]=1.[N:13]([O-])=O.[Na+].[OH-:17].[K+]>Cl>[F:12][C:3]1[C:2]([NH:1][NH2:13])=[CH:11][C:6]2[NH:7][CH2:8][S:9](=[O:17])[C:5]=2[CH:4]=1

Komponenten

5

Edukt 3

HCID 14797Potassium HydroxideHCID 144586855-amino-6-fluorobenzo[d]thiazol-2(3H)-oneHCID 23668193Sodium Nitrite

Produkt 1

HCID 867436056-fluoro-(3H)-benzo-thiazolon-5-ylhydrazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel2×

Versuchsvorschrift

A suspension of 5-amino-6-fluoro-2(3H)-benzothiazolone (12.98 g) in conc. hydrochloric acid (70 g) was cooled to 0° to 5° C., and a saturated aqueous solution of sodium nitrite (5.08 g) was dropwise added thereto at 0° to 5° C., followed by stirring at the same temperature for 30 minutes. The resultant mixture was cooled to -20° C., and a solution of stannous chloride (28.06 g) in conc. hydrochloric acid (30 g) was added thereto all at once, followed by stirring at 0° C. for 2 hours. The reaction mixture was neutralized with potassium hydroxide, a colloidal substance originated from stannous chloride was removed by celite and the resultant solution was extracted with ethyl acetate. The extract was washed with water, fried over magnesium sulfate and concentrated by give 6-fluoro-(3H)-benzo-thiazolon-5-ylhydrazine (6 60 g).

Aufarbeitung

  1. temperaturewas cooled to 0° to 5° C.
  2. customat 0° to 5° C.
  3. stirringby stirring at 0° C. for 2 hours
  4. customwas removed by celite
  5. extractionthe resultant solution was extracted with ethyl acetate
  6. washThe extract was washed with water
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b2fdeedc13884e18b546c7d5a2675ebc
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04888045

Verknüpfte Notizen

Wird geladen…