Piperazine → 2-Piperazin-1-yl-1,3-benzothiazole

HRID 326496Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 326496
Cl[C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[NH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1>>[N:11]1([C:2]2[S:3][C:4]3[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=3[N:6]=2)[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1

Komponenten

3

Edukt 2

HCID 4837PiperazineHCID 119872-Chlorobenzothiazole

Produkt 1

HCID 5921222-Piperazin-1-yl-1,3-benzothiazole

Versuchsvorschrift

2-Chlorobenzothiazole (5.00 g), is heated in alcohol (75 ml) with 3.05 g piperazine (3.05 g) for 20 hr. The mixture is partitioned between methylene chloride/ether and aqueous sodium bicarbonate, the phases are separated, the organic phase is dried with sodium sulfate and concentrated to give 2-piperazinobenzothiazole which is reacted at 70° in acetonitrile (200 ml) with 21-bromo-17α-hydroxypregna-4,9(11)-diene-3,20-dione (7.45 g) and potassium carbonate (2.44 g) for 6 hr and at 20°-25° for 3 days. The mixture is partitioned between methylene chloride and aqueous sodium bicarbonate, the phases are separated, the organic phase is dried with sodium sulfate and concentrated. The concentrate is chromatographed on silica gel eluting with methanol/methylene chloride (6/94) to give the title compound which is recrystallized from ethyl acetate.

Aufarbeitung

  1. customThe mixture is partitioned between methylene chloride/ether and aqueous sodium bicarbonate
  2. customthe phases are separated
  3. dry with materialthe organic phase is dried with sodium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-a47fa78cb91a4e409cc0fd8cd9b14303
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05268477

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