Hydrazine → HCID 178434225, compound

Temperature

117 °C

Compound (4c) (66.0 g, 304 mmol) and 350 ml anhydrous hydrazine were charged into a 1 Liter round bottom flask. The resulting reaction mixture was refluxed at 117° C. for 5 hours. After the reaction mixture was allowed to cool down to room temperature, the excess hydrazine was evaporated under reduced pressure to yield a white solid. 400 ml water was poured into the resulting solid and water was filtered off. The solid was washed with 400 ml water twice. To remove the trace amount of hydrazine, the white solid was taken up in 600 ml EtOAc and washed with 300 ml water twice and saturated brine solution. The EtOAc layer was then dried over sodium sulfate. Removal of the solvent gave the desired product as a white amorphous solid (60.0 g, yield=94%). The product was used directly for the next step without further purification.

1. customThe resulting reaction mixture
2. temperatureto cool down to room temperature
3. customthe excess hydrazine was evaporated under reduced pressure
4. customto yield a white solid
5. filtrationwas filtered off
6. washThe solid was washed with 400 ml water twice
7. customTo remove the trace amount of hydrazine
8. washwashed with 300 ml water twice
9. dry with materialThe EtOAc layer was then dried over sodium sulfate
10. customRemoval of the solvent

ORD record

ord-2e495253ede143adb6c9052fc7385207

Source dataset

uspto-grants-2008_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07354944B2