Reaktionsgleichung
Cl.Cl.[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[C:7]([NH2:12])[CH:6]=1.[C:13](O)(=[O:17])[C:14](O)=[O:15].Cl>>[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:8](=[CH:9][CH:10]=1)[N:11]=[C:14]([OH:15])[C:13]([OH:17])=[N:12]2Komponenten
Reaktionsbedingungen
- Temperatur
- 90 °C
Versuchsvorschrift
In a 50 L flask equipped with a mechanical stirrer, thermocouple and condenser was added 4-methoxy-1,2-phenylenediamine dihydrochloride salt (Compound 9) (2.65 kg @ 98 wt %, 12.30 mol), oxalic acid (1.582 kg @ 98 wt. %, 17.22 mol) and 3 N HCl(aq) (17.8 L) under nitrogen. The grey heterogeneous slurry was heated to 90° C. with steam for 7.25 hours. The reaction was monitored by HPLC. The resulting grey slurry was then cooled to an internal temperature of 20° C. overnight. The slurry was filtered, water (1.0-1.5 L/Kg) was used to help with the transfer. The light grey solids were washed with 2 cake volumes water (5.0-5.5 L/Kg). The solids were dried under vacuum/N2 sweep for 24 hours, at which time the solids were still very wet. The product was then slurry washed with methanol, and dried over 48 hours at 40-45° C. in a vacuum oven to give Compound 10 as an off-white product of 99.95% purity by HPLC assay. There was no methanol by NMR and the KF=0.05 wt. % water.
Aufarbeitung
- customIn a 50 L flask equipped with a mechanical stirrer
- temperatureThe resulting grey slurry was then cooled to an internal temperature of 20° C. overnight
- filtrationThe slurry was filtered
- washThe light grey solids were washed with 2 cake volumes water (5.0-5.5 L/Kg)
- dry with materialThe solids were dried under vacuum/N2 sweep for 24 hours, at which time the solids
- washThe product was then slurry washed with methanol
- customdried over 48 hours at 40-45° C. in a vacuum oven
Quellen und Nachweise
- ORD-Eintrag
- ord-2a10feb514cd4734a5bf598b0193ff36
- Quelldatensatz
- uspto-grants-2016_01
- Patentnummer
- US09242917B2
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