Water → 2-chloro-N-(1-(4-chloro-3-fluorophenyl)-2-methylpropan-2-yl)-4-nitroaniline

Temperatur

90 °C

A mixture of 3-chloro-4-fluoro-1-nitrobenzene (421 mg, 2.40 mmol) and 1-(4-chloro-3-fluorophenyl)-2-methylpropan-2-amine (484 mg, 2.40 mmol) in DMSO (10 mL) was heated at 90° C. under N2 for 3 h. The mixture was cooled to rt and stirred at rt for 38.5 h. It was then heated and stirred further at 90° C. for 81.5 h. The mixture was cooled to rt and 80 mL of water was added. The resulting mixture was extracted with EtOAc (30 mL×3). The combined organic layers were dried over anhydrous Na2SO4 (10 g) and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/DCM (V/V)=20:1) to give the title compound as yellow oil (490 mg, 57.2%). The compound was characterized by the following spectroscopic data:

1. temperatureThe mixture was cooled to rt
2. temperatureIt was then heated
3. stirringstirred further at 90° C. for 81.5 h
4. temperatureThe mixture was cooled to rt
5. extractionThe resulting mixture was extracted with EtOAc (30 mL×3)
6. dry with materialThe combined organic layers were dried over anhydrous Na2SO4 (10 g)
7. concentrationconcentrated in vacuo
8. customThe residue was purified by a silica gel column chromatography (PE/DCM (V/V)=20:1)

ORD-Eintrag

ord-b5be452559504e4d823e8fa5aa002a9e

Quelldatensatz

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09434695B2