Guanidine Hydrochloride → 2-Amino-6-(4-methoxydibenzo[b,d]furan-1-yl)-5,6,7,8-tetrahydroquinazoline-6-carbonitrile

HRID 2383984Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2383984
CN(/[CH:4]=[C:5]1\[CH2:6][C:7]([C:14]2[C:22]3[C:21]4[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=4[O:19][C:18]=3[C:17]([O:27][CH3:28])=[CH:16][CH:15]=2)([C:12]#[N:13])[CH2:8][CH2:9][C:10]\1=O)C.Cl.[NH2:30][C:31]([NH2:33])=[NH:32].[O-]CC.[Na+]>C(O)C>[NH2:32][C:31]1[N:33]=[CH:4][C:5]2[CH2:6][C:7]([C:14]3[C:22]4[C:21]5[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=5[O:19][C:18]=4[C:17]([O:27][CH3:28])=[CH:16][CH:15]=3)([C:12]#[N:13])[CH2:8][CH2:9][C:10]=2[N:30]=1

Komponenten

5

Edukt 3

HCID 5742Guanidine HydrochlorideHCID 2723922Sodium ethoxideHCID 24804131(3E)-3-[(Dimethylamino)methylene]-1-(4-methoxydibenzo[b,d]furan-1-yl)-4-oxocyclohexanecarbonitrile

Produkt 1

HCID 248044552-Amino-6-(4-methoxydibenzo[b,d]furan-1-yl)-5,6,7,8-tetrahydroquinazoline-6-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

A mixture of the compound obtained in example 6 (100 mg, 0.267 mmol), guanidine HCl (33.5 mg, 0.35 mmol) and sodium ethoxide (25 mg, 0.35 mmol) in 5 ml ethanol was heated at 70-80° C. for 1 hr. The mixture was cooled to room temperature and the solvent was evaporated under vacuum. The crude residue was purified by column chromatography to get 80 mg (81% yields) of a white colored solid product.

Aufarbeitung

  1. temperatureThe mixture was cooled to room temperature
  2. customthe solvent was evaporated under vacuum
  3. customThe crude residue was purified by column chromatography
  4. customto get
  5. custom80 mg (81% yields) of a white colored solid product

Quellen und Nachweise

ORD-Eintrag
ord-4feef8dbcf2e402496b1c72606782ae9
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08263648B2

Notizen zur Reaktion

Wird geladen…