Bromine → HCID 13084274, Verbindung

HRID 1164323Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1164323
[S:1]=[C:2]1[C:10]2[CH:11]=[CH:12][CH:13]=[C:8]3[C:9]=2[C:4](=[CH:5][CH:6]=[CH:7]3)[N:3]1[CH2:14][C:15]([OH:17])=[O:16].[Br:18]Br>C(O)(=O)C>[Br:18][C:7]1[C:8]2[C:9]3[C:4](=[CH:5][CH:6]=1)[N:3]([CH2:14][C:15]([OH:17])=[O:16])[C:2](=[S:1])[C:10]=3[CH:11]=[CH:12][CH:13]=2

Komponenten

4

Edukt 2

HCID 24408BromineHCID 3069842Benz(cd)indole-1(2H)-acetic acid, 2-thioxo-

Produkt 1

HCID 13084274HCID 13084274, VerbindungAusbeute 53,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel3×

Versuchsvorschrift

To a suspension of 2-thioxo-benz[cd]indole-1(2H)-acetic acid (4.2 g, 17.26 mmol, described in Example 6), in glacial acetic acid (80 mL) was added a solution of bromine (3.59 g, 22.44 mmol) in glacial acetic acid (20 mL) in two portions with mechanical stirring within one hour. After initial clearing of the suspension, a heavy precipitate was formed. More acetic acid (60 mL) was added in order to make stirring more efficient. The mixture was filtered and the precipitate was washed twice with water (150 mL), dried, crystallized from ethanol-water giving 4.7 g in two crops and recrystallized from methanol to give 3.0 g of the title compound, identical in all respects to that prepared in Example 6.

Aufarbeitung

  1. customAfter initial clearing of the suspension, a heavy precipitate was formed
  2. stirringto make stirring more efficient
  3. filtrationThe mixture was filtered
  4. washthe precipitate was washed twice with water (150 mL)
  5. customdried
  6. customcrystallized from ethanol-water giving 4.7 g in two crops
  7. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-cbfef29a390e4c1eac9e45e23170dc9d
Quelldatensatz
uspto-grants-1983_01
Patentnummer
US04369188

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