Propionyl chloride → HCID 4709, Verbindung

HRID 1698954Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1698954
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][N:6]=[C:5]2[NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([Br:19])[CH:14]=1.[C:20](Cl)(=[O:23])[CH2:21][CH3:22]>C1COCC1>[Br:19][C:15]1[CH:14]=[C:13]([NH:12][C:5]2[C:4]3[C:9](=[CH:10][CH:11]=[C:2]([NH:1][C:20](=[O:23])[CH2:21][CH3:22])[CH:3]=3)[N:8]=[CH:7][N:6]=2)[CH:18]=[CH:17][CH:16]=1

Komponenten

4

Edukt 2

HCID 62324Propionyl chlorideHCID 5328042N4-(3-Bromophenyl)quinazoline-4,6-diamine

Produkt 1

HCID 4709HCID 4709, VerbindungAusbeute 52,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 6-amino-4-[(3-bromophenyl)amino]quinazoline (157 mg, 0.5 mmol) in dry THF (3 mL) stirred under N2 at 25° C. was added dropwise propionyl chloride (0.05 mL, 0.58 mmol). A yellow solid formed at once. After 45 minutes the solid was collected by filtration and washed with ether and dried. Recrystallized from wet methanol afforded the desired product (97 mg, 47%), mp 265-266° C.

Aufarbeitung

  1. customA yellow solid formed at once
  2. filtrationAfter 45 minutes the solid was collected by filtration
  3. washwashed with ether
  4. customdried
  5. customRecrystallized from wet methanol

Quellen und Nachweise

ORD-Eintrag
ord-6ba86875578849ada2e6e7965b879072
Quelldatensatz
uspto-grants-2002_02
Patentnummer
US06344459B1

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