Hydrochloric Acid → HCID 18184406, Verbindung

HRID 1489582Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1489582
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-17a7bb22b38543a1ad8193a76250bf62
Quelldatensatz
uspto-grants-1997_10
Patentnummer
US05679683

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