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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 631256Erstellt: 25. Oktober 2026

Methanimidamide, hydrochloride (1:1) → 7-(3-chloropropoxy)-6-methoxy-1H-quinazolin-4-one

https://huagongshe.com/reaction/631256

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanimidamide, hydrochloride (1:1)HCID 10313058—
EduktMethyl 2-amino-4-(3-chloropropoxy)-5-methoxybenzoateHCID 23033013—
LösungsmittelEthanolHCID 702—
Produkt7-(3-chloropropoxy)-6-methoxy-1H-quinazolin-4-oneHCID 17848676956,2%

Reaktionsbedingungen

Temperatur140 °C

Reaktionsschritte

To a solution of the intermediate from Step 3 (4.2 g, 15.35 mmol) in ethanol was added formamidine hydrochloride (2.97 g, 36.96 mmol). The mixture was heated at 140° C. in sealed tube for 12h. Completion of the reaction was monitored by LCMS. The precipitate formed was filtered and washed with ethanol and dried to afford the pure compound 7-(3-chloro-propoxy)-6-methoxy-quinazolin-4-ol (2.32 g, 56%) as a yellow solid. 1H NMR (300 MHz, DMSO-d6) δ 11.93 (brs, 1H), 7.99 (s, 1H), 7.45 (s, 1H), 7.16 (s, 1H), 4.23 (t, 2H), 3.88 (s, 3H), 3.80 (t, 2H), 2.23 (t, 2H), LC-MS (ESI)m/z 269 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09320739B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-37bd88eb542544758bc931cd117bc5fd
Quellennotizuspto-grants-2016_04