Hexane → 4-Bromo-7-methoxy-2-(4-methylpiperazin-1-yl)-3H-phenothiazin-3-one

HRID 979308Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 979308
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:14](=[CH:15][CH:16]=1)[N:13]=[C:12]1[C:7](=[CH:8][C:9](=[O:24])[C:10]([N:17]3[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]3)=[CH:11]1)[S:6]2.[Br:25]Br.CCCCCC>C(O)(=O)C>[Br:25][C:8]1[C:9](=[O:24])[C:10]([N:17]2[CH2:18][CH2:19][N:20]([CH3:23])[CH2:21][CH2:22]2)=[CH:11][C:12]2[C:7]=1[S:6][C:5]1[C:14](=[CH:15][CH:16]=[C:3]([O:2][CH3:1])[CH:4]=1)[N:13]=2

Komponenten

5

Edukt 3

HCID 8058HexaneHCID 24408BromineHCID 138537347-Methoxy-2-(4-methylpiperazin-1-yl)-3H-phenothiazine-3-one

Produkt 1

HCID 138537354-Bromo-7-methoxy-2-(4-methylpiperazin-1-yl)-3H-phenothiazin-3-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

To a suspension of 7-methoxy-2-(4-methylpiperazin-1-yl)-3H-phenothiazin-3-one (500 mg) in acetic acid (10 ml) was added a solution of bromine in acetic acid (0.5M) (6 ml) and stirred for 5 minutes. Hexane (100 ml) was added and the resulting precipitate was filtered. The solid was suspended in a mixture of aqueous K2CO3 (50 ml), EtOAc (100 ml) and methanol (20 ml) and stirred for 15 minutes. After filtration and decantation, the organic layer was washed with brine, dried and evaporated to dryness to afford the title compound (190 mg) m.p. 209°-210° (dec.).

Aufarbeitung

  1. filtrationthe resulting precipitate was filtered
  2. additionThe solid was suspended in a mixture of aqueous K2CO3 (50 ml), EtOAc (100 ml) and methanol (20 ml)
  3. stirringstirred for 15 minutes
  4. filtrationAfter filtration and decantation
  5. washthe organic layer was washed with brine
  6. customdried
  7. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-83c87d3c314b4c51a44c41ab61e687ff
Quelldatensatz
uspto-grants-1987_05
Patentnummer
US04667032

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