Acetic Acid Mixture with Hydrobromic Acid → HCID 71212171, Verbindung

HRID 1752260Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1752260
COC1C=C(OC)C=CC=1C[NH:6][C:7]1[N:12]=[N:11][CH:10]=[C:9]2[O:13][CH2:14][CH2:15][CH2:16][C:8]=12.[BrH:23].C(O)(=O)C>C(O)(=O)C>[BrH:23].[O:13]1[C:9]2=[CH:10][N:11]=[N:12][C:7]([NH2:6])=[C:8]2[CH2:16][CH2:15][CH2:14]1

Komponenten

4

Edukt 2

HCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 71212232HCID 71212232, Verbindung

Produkt 1

HCID 71212171HCID 71212171, VerbindungAusbeute 100,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of N-(2,4-dimethoxybenzyl)-3,4-dihydro-2H-pyrano[2,3-d]pyridazin-5-amine (158, 0.524 mmol) and 30% by weight hydrobromic acid/acetic acid (0.3 mL, 0.4 g, 1.5 mmol) in acetic acid (3 mL) was stirred nearly 2 hours at 90° C. The reaction was then cooled to room temperature and the solvents were removed in vacuo. The dark red solid was washed with diethyl ether and then dried to afford the crude title compound (122 mg) in about 65% purity. MS (ESI) [m/e, (M)+]=151.7. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.22 (s, 1H), 8.11 (br s, 2H), 4.36-4.40 (m, 2H), 2.47 (t, J=6.32 Hz, 2H), 1.98-2.06 (m, 2H).

Aufarbeitung

  1. temperatureThe reaction was then cooled to room temperature
  2. customthe solvents were removed in vacuo
  3. washThe dark red solid was washed with diethyl ether
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-e4a462e78d2a41669748400ff460cefb
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09163003B2

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