Toluene → 5-Methoxy-2-[4-(2-chloroethoxy)anilino]benzothiazole

HRID 1076831

Reaktionsgleichung

Reaktionsgleichung von HRID 1076831
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:10][C:9](S(C)(=O)=O)=[N:8][C:7]=2[CH:15]=1.[Cl:16][CH2:17][CH2:18][O:19][C:20]1[CH:26]=[CH:25][C:23]([NH2:24])=[CH:22][CH:21]=1.C1(C)C=CC=CC=1>O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:10][C:9]([NH:24][C:23]3[CH:22]=[CH:21][C:20]([O:19][CH2:18][CH2:17][Cl:16])=[CH:26][CH:25]=3)=[N:8][C:7]=2[CH:15]=1

Komponenten

5

Edukt 3

HCID 1140TolueneHCID 1196994-(2-Chloroethoxy)aniline2×HCID 215385965-Methoxy-2-methylsulphonylbenzothiazole

Produkt 1

HCID 215385995-Methoxy-2-[4-(2-chloroethoxy)anilino]benzothiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 5-methoxy-2-methylsulphonylbenzothiazole (1,105 g.), 4-(2-chloroethoxy)aniline (780 g.) and toluene (5 liters) is boiled for 2 hours under reflux with simultaneous removal of water. A further quantity of 4-(2-chloroethoxy)aniline (156 g.) is then added and the mixture boiled under reflux for 4 hours. The mixture is cooled, the solid filtered off, washed with ethanol (about 3 liters) and dried to give 5-methoxy-2-[4-(2-chloroethoxy)anilino]benzothiazole m.p. 176°- 178°C.

Aufarbeitung

  1. temperatureunder reflux for 4 hours
  2. temperatureThe mixture is cooled
  3. filtrationthe solid filtered off
  4. washwashed with ethanol (about 3 liters)
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-14321e5b384c4a38ab4355a3ded5816b
Quelldatensatz
uspto-grants-1976_05
Patentnummer
US03957999

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