Bromine → 2-Bromo-6-(6-bromo-pyridin-3-yl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene

HRID 532636Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 532636
[Br:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[C:12]3[CH2:13][C:14]4[S:15][CH:16]=[CH:17][C:18]=4[C:11]=3[NH:10][N:9]=2)=[CH:4][CH:3]=1.[Br:19]Br>C(O)(=O)C>[Br:19][C:16]1[S:15][C:14]2[CH2:13][C:12]3[C:8]([C:5]4[CH:6]=[N:7][C:2]([Br:1])=[CH:3][CH:4]=4)=[N:9][NH:10][C:11]=3[C:18]=2[CH:17]=1

Komponenten

4

Edukt 2

HCID 24408BromineHCID 718150976-(6-Bromo-pyridin-3-yl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene

Produkt 1

HCID 718150992-Bromo-6-(6-bromo-pyridin-3-yl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentaleneAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

6-(6-bromo-pyridin-3-yl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.16 g, 0.5 mmol) was added with a solution of bromine in glacial acetic acid (0.5 mL of a 3 M solution). The reaction mixture was heated at 80° C. for 12 hr. The solution was cooled to room temperature and poured into ice water. The resultant precipitate was filtered, washed with water to provide the corresponding 2-Bromo-6-(6-bromo-pyridin-3-yl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.18 g, 0.48 mmol) as yellow solid in 95% yield.

Aufarbeitung

  1. temperatureThe solution was cooled to room temperature
  2. filtrationThe resultant precipitate was filtered
  3. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-722c90a554ed4534a42e4d53985e9d6f
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08853207B2

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