Phosgene → 6-Benzothiazolylisocyanate

HRID 5853

Reaktionsgleichung

Reaktionsgleichung von HRID 5853
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]2[N:6]=[CH:7][S:8][C:4]=2[CH:3]=1.[C:11](Cl)(Cl)=[O:12]>C1(C)C=CC=CC=1>[S:8]1[C:4]2[CH:3]=[C:2]([N:1]=[C:11]=[O:12])[CH:10]=[CH:9][C:5]=2[N:6]=[CH:7]1

Komponenten

4

Edukt 2

HCID 6371PhosgeneHCID 682886-Aminobenzothiazole

Produkt 1

HCID 105352656-Benzothiazolylisocyanate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 6-aminobenzothiazole (600 mg; 4 mmol) in toluene (40 ml) and phosgene (20 ml 20% in toluene; 40 mmol) was refluxed for 6 h. The solvent was removed under reduced pressure to give crude 6-benzothiazolylisocyanate. To the crude product was added 3-[4-(4-chlorophenyl)-1-piperazinyl]propanol (500 mg; 2.0 mmol) in toluene (20 ml) and refluxed for 16 h. The precipitate was isolated and recrystallized from methanol/ether to give 440 mg of the title compound. M.p. 210°-213° C. MS (70 eV): m/z 430 (13%, M+), 254 (32), 209 (77), 176 (100), 121 (38), 70 (83).

Aufarbeitung

  1. temperaturewas refluxed for 6 h
  2. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3d190deb557247cdb727663a5f9389e8
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05246935

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