Water → {4-[2-Amino-4-(4-bromo-phenylcarbamoyl)-phenylsulfanyl]-phenyl}-carbamic acid 2,2,2-trichloro-ethyl ester

A solution of the product of Example 60B (1.23 g, 2.0 mmol), iron powder (0.56 g, 10.0 mmol) and ammonium chloride (0.16 g, 3.0) in an ethanol (30 mL), tetrahydrofuran (30 mL), and water (10 mL) solution was heated to reflux for 6 hours. The resultant mixture was diluted with ethanol (50 mL) and filtered through a pad of celite. The filtrate was concentrated under vacuum to a volume of 10 mL, the solution diluted with water (50 mL) and extracted with ethyl acetate (2×50 mL). The combined extracts were dried over sodium sulfate, filtered and concentrated under vacuum to provide the title compound as a yellow powder (1.12 g, 95%).

1. temperatureto reflux for 6 hours
2. filtrationfiltered through a pad of celite
3. concentrationThe filtrate was concentrated under vacuum to a volume of 10 mL
4. additionthe solution diluted with water (50 mL)
5. extractionextracted with ethyl acetate (2×50 mL)
6. dry with materialThe combined extracts were dried over sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated under vacuum

ORD record

ord-4326fa1c599d44f399cda3a2e90caa30

Source dataset

uspto-grants-2012_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08236950B2