Hydrochloric Acid → HCID 18184406, Verbindung

HRID 1358265Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1358265
Cl[C:2]1[C:11]2[N:10]=[CH:9][N:8]=[CH:7][C:6]=2[CH:5]=[C:4]2[O:12][CH:13]=[N:14][C:3]=12.[Br:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH2:19].Cl>C1COCC1.CC(O)C>[Br:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH:19][C:2]1[C:11]2[N:10]=[CH:9][N:8]=[CH:7][C:6]=2[CH:5]=[C:4]2[O:12][CH:13]=[N:14][C:3]=12

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 115623-BromoanilineHCID 18184384HCID 18184384, Verbindung

Produkt 1

HCID 18184406HCID 18184406, VerbindungAusbeute 45,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 22597222Tetrahydrofuran 2-propanolLösungsmittel

Versuchsvorschrift

A mixture of 4-chlorooxazolo[5,4-g]quinazoline (0.24 g, 1.16 mmol) and 3-bromoaniline (0.25 mL, 2.33 mmol) in a THF/propan-2-ol mixture (1:1, 40 mL) containing a trace of concentrated HCl is heated under reflux for 15 min, then concentration to dryness under reduced pressure. The residue is triturated with EtOAc, and then partitioned between saturated aqueous NaHCO3 and EtOAc. Workup of the organic portion gives 4-(3-bromoanilino)oxazolo[5,4-g]quinazoline (0.18 g, 33%) as a yellow powder, mp (MeOH) 232° C. (dec.).

Aufarbeitung

  1. temperatureis heated
  2. temperatureunder reflux for 15 min
  3. concentrationconcentration to dryness under reduced pressure
  4. customThe residue is triturated with EtOAc
  5. custompartitioned between saturated aqueous NaHCO3 and EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-4bd9d1a7a31446a0b4336bf0799b84a7
Quelldatensatz
uspto-grants-2003_07
Patentnummer
US06596726B1

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