Acetone → HCID 86691933, compound

Temperature

0 °C

7-Methyl-4-nitroso-2-phenyl-3,4-dihydro-2H-benzo[b][1,4]oxazine (1.5 g) was dissolved in acetone (90 mL). To it was added saturated NH4Cl solution (4.6 mL) followed by water (4.6 mL) with constant stirring until a homogenous solution resulted. The reaction mixture was cooled to 0° C., and to it was added zinc dust (1.5 g) in small portions. After addition, the mixture was stirred at RT for 2 h. Reaction was monitored by TLC. After completion of reaction, the mixture was concentrated under reduced pressure, and water (100 mL) was added. The mixture was extracted with DCM (3×100 mL). The organic layer was dried over sodium sulfate and concentrated under reduced pressure. The crude product was dried under high vacuum (1.5 g), which was carried forward to the next step without further purification.

1. customresulted
2. additionAfter addition
3. stirringthe mixture was stirred at RT for 2 h
4. customReaction
5. customAfter completion of reaction
6. concentrationthe mixture was concentrated under reduced pressure, and water (100 mL)
7. additionwas added
8. extractionThe mixture was extracted with DCM (3×100 mL)
9. dry with materialThe organic layer was dried over sodium sulfate
10. concentrationconcentrated under reduced pressure
11. dry with materialThe crude product was dried under high vacuum (1.5 g), which
12. customwas carried forward to the next step without further purification

ORD record

ord-a21fec5b28ef4ee5800f839813a801d3

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09193728B2