Methanol → 4-Chloro-2-methoxybenzothiazole

HRID 847797

Reaktionsgleichung

Reaktionsgleichung von HRID 847797
Br[C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:5]=2[N:6]=1.ClC1SC2C=CC=C(Cl)C=2N=1.[CH3:23][OH:24]>O>[CH3:23][O:24][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:5]=2[N:6]=1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 771772,4-DichlorobenzothiazoleHCID 771782-Bromo-4-chlorobenzothiazole

Produkt 1

HCID 41419694-Chloro-2-methoxybenzothiazoleAusbeute 92,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture (5 g, 0.023 mole) of 2-bromo-4-chlorobenzothiazole and 2,4-dichlorobenzothiazole and 1,5-diazabicyclo[5.4.0]undecene-5 (DBU) (3.8 g, 0.025 mole) were added to methanol (80 c.c.), and the mixture was heated under reflux for 4 hours. After cooling, water (150 c.c.) was added to the reaction solution, followed by ice-cooling. The deposited crystals were filtered and washed twice with water to obtain 4.23 g of 2-methoxy-4-chlorobenzothiazole. Yield 92.5%, purity 98.5%, m.p. 55°-57° C.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 hours
  3. temperatureAfter cooling
  4. temperaturecooling
  5. filtrationThe deposited crystals were filtered
  6. washwashed twice with water

Quellen und Nachweise

ORD-Eintrag
ord-a1ad8bbc8ff340a2af7dd7657ca3c9cf
Quelldatensatz
uspto-grants-1981_10
Patentnummer
US04293702

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