Hydrochloric Acid → 2-Oxo-1,2,3,4-tetrahydroquinoxaline-6-carbonitrile

HRID 1267154Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1267154
C([O:3][C:4](=O)[CH2:5][N:6]([C:14]1[CH:19]=[C:18]([C:20]#[N:21])[CH:17]=[CH:16][C:15]=1[NH2:22])C(OC(C)(C)C)=O)C.Cl.CCOCC>CO.O1CCOCC1>[C:20]([C:18]1[CH:19]=[C:14]2[C:15](=[CH:16][CH:17]=1)[NH:22][C:4](=[O:3])[CH2:5][NH:6]2)#[N:21]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 69839618HCID 69839618, Verbindung

Produkt 1

HCID 185457712-Oxo-1,2,3,4-tetrahydroquinoxaline-6-carbonitrileAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

N-Boc-2-amino-5-cyanophenylglycin ethyl ester (2.6 g, 8.17 mmol) in MeOH (20 mL) was treated with 4M HCl in dioxane (20 mL) at rt for 16 hours. To the mixture was added Et2O until no more solid appeared. The solid was collected, washed with Et2O, and dried by air to give the product (1.4 g, 82%). 1H NMR (CD3COCD3) δ 7.02 (d, J=8.4 Hz, 1H), 7.00 (d, J=1.8 Hz, 1H), 6.95 (d, J=8.4 Hz, 1H), 3.89 (s, 2H).

Aufarbeitung

  1. customThe solid was collected
  2. washwashed with Et2O
  3. customdried by air

Quellen und Nachweise

ORD-Eintrag
ord-2ba1725105f24295a2b8f2e0e81d9bbd
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06552042B2

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