Hydrochloric Acid → 6-(4-Methoxy-phenyl)-2-phenyl-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene

HRID 532632Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 532632
Br[C:2]1[S:3][C:4]2[CH2:5][C:6]3[C:12]([C:13]4[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=4)=[N:11][N:10](COCC[Si](C)(C)C)[C:7]=3[C:8]=2[CH:9]=1.Cl>CO>[CH3:20][O:19][C:16]1[CH:15]=[CH:14][C:13]([C:12]2[C:6]3[CH2:5][C:4]4[S:3][C:2]([C:13]5[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=5)=[CH:9][C:8]=4[C:7]=3[NH:10][N:11]=2)=[CH:18][CH:17]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 866992302-Bromo-6-(4-methoxy-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene

Produkt 1

HCID 718150986-(4-Methoxy-phenyl)-2-phenyl-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentaleneAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

2-Bromo-6-(4-methoxy-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.12 g, 0.25 mmol) was dissolved in MeOH and treated with concentrated HCl (0.08 mL, 2.5 mmol). The reaction mixture was heated at 100° C. for 4 hr. The solution was cooled to room temperature and the resultant precipitate was filtered, washed with MeOH and concentrated under reduced pressure to provide the corresponding 6-(4-Methoxy-phenyl)-2-phenyl-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.04 g, 0.11 mmol) as white solid in 46% yield.

Aufarbeitung

  1. temperatureThe solution was cooled to room temperature
  2. filtrationthe resultant precipitate was filtered
  3. washwashed with MeOH
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-75c0e4ffdc654bf19b2a96614f53f5ee
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08853207B2

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