Hydrochloric Acid → HCID 131725035, compound

(2,4-Dinitro-phenyl)-dipropyl-amine (13.1 g, 49 mmol) was dissolved in 200 ml ethanol and cooled in an icebath. In succession, ION HCl (60 ml, 600 mmol) and tin(II)chloride (112.5, 499 mmol), were added. The solution was stirred at room temperature 16 h. The reaction mixture was poured into a separatory funnel containing 100 ml ice-cold water followed by the addition of 20% KOH (ice-cold, 1L). The mixture was extracted with ether (3×150 ml). The combined organic phases were washed with water (3×100 ml) and brine, dried with solid MgSO4 and concentrated. Distillation (Krugel Rohr, 90°-100° C. at 0.2 mm Hg) followed by treatment with decolorizing charcoal and recrystallization from 15% ethyl acetate in hexane gave 8.0 g product >99% pure by HPLC.

1. temperaturecooled in an icebath
2. additionThe reaction mixture was poured into a separatory funnel
3. extractionThe mixture was extracted with ether (3×150 ml)
4. washThe combined organic phases were washed with water (3×100 ml) and brine
5. dry with materialdried with solid MgSO4
6. concentrationconcentrated
7. distillationDistillation (Krugel Rohr, 90°-100° C. at 0.2 mm Hg)
8. customfollowed by treatment with decolorizing charcoal and recrystallization from 15% ethyl acetate in hexane

ORD record

ord-bb2c60db4e4e4bb6af00aa8b79e0435e

Source dataset

uspto-grants-2005_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06919404B2