2-Chloro-3-((2-Methoxyethyl)aMino)naphthalene-1,4-dione

To an ice-cold stirred solution of compounds 1 (10 mmol) andtriethylamine (1 mL) in DMF (20 mL) was added dropwise 2-methoxyethylamine (12.5 mmol). After the mixture color turnedfrom light yellow to red, the reaction continued at room temperaturefor 1 h, then poured into 300 mL water to form an orange redprecipitate. The resulting precipitated solid was filtered, washedwith cooled water, and dried.Yield: 96.1percent; orange powder; mp: 82-83 °C; 1H NMR (DMSO-d6, 400 MHz) δ: 7.98(m, 2H), 7.75-7.87(m, 2H), 7.25(s, 1H), 3.92-3.94(m, 2H), 3.57(t, J 5.7 Hz, 2H), 3.29-3.38(s, 3H); ESI-MS:m/z 266.1 [M+H]To 2, 3-dichloro-1, 4-naphthoquinone (0.341g, 1.50mmol) in 1.5mlof ethanol was added 2-methoxyethylamine (0.124g, 1.65mmol) and triethylamine (0.227g, 2.25mmol) and the mixture stirred at r. t. for 18h. The red precipitate formedwas filtered under suction, washed with distilled water and dried to afford (4) as a dark red solid, 87.8percent.2, 3 a-Dichloro provided 1, 4 a-napthoquinone 1g (4. 4mmol) diethylether 30 ml a melting solution 2 a-Methoxyethylamine 568 micro l (6. 6mmol), triethylamine 610 micro l some excellent. 24 hours at room temperature then evaporated in pressure with respect to the stirring mixture. (Hexanes: EtOAc=20:1) column chromatography compound to a positive number (NQ 25) to compounds of formula 25 to obtained.Yield: 53percent

Molecular Weight:265.69
XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:265.0505709
Monoisotopic Mass:265.0505709
Topological Polar Surface Area:55.4
Heavy Atom Count:18
Complexity:392
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes