HCID 13956606, compound → HCID 67119615, compound

Acetic acid (240 mL) was heated to 72° C., then Zn (25.38 g, 388 mmol) and [2-nitro-1-(4-nitrophenyl)-ethylsulfanyl]-acetic acid methyl ester (3.00 g, 10.00 mmol) were added in one portion. The well-stirred suspension was heated at reflux for 0.5 h, filtered through activated charcoal and evaporated. Dichloromethane (50 mL), water (30 mL) and 10% aqueous NaOH (50 mL) were added. The suspension was filtered through Perlite, the layers were separated and the aqueous layer was extracted with dichloromethane (2×20 mL). the combined organic layers were washed with water (10 mL), dried over sodium sulfate and evaporated. The residue was triturated with chloroform (10 mL) and the solid was collected and washed with chloroform (2 mL) to obtain the title product (0.225 g, 1.08 mmol, 11%). ESMS m/z 209 (M+H)+.

1. temperatureThe well-stirred suspension was heated
2. temperatureat reflux for 0.5 h
3. filtrationfiltered through activated charcoal
4. customevaporated
5. additionDichloromethane (50 mL), water (30 mL) and 10% aqueous NaOH (50 mL) were added
6. filtrationThe suspension was filtered through Perlite
7. customthe layers were separated
8. extractionthe aqueous layer was extracted with dichloromethane (2×20 mL)
9. washthe combined organic layers were washed with water (10 mL)
10. dry with materialdried over sodium sulfate
11. customevaporated
12. customThe residue was triturated with chloroform (10 mL)
13. customthe solid was collected
14. washwashed with chloroform (2 mL)

ORD record

ord-90a477adad5548688fad907e8ce041ec

Source dataset

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08372970B2