2-Hydrazinoethanol → HCID 53866285, compound

Temperature

10 °C

1-Fluoro-4-nitrobenzene (7.1 g, 50 mmol) was dissolved in CH3CN (70 ml), 2-hydroxyethylhyrazine (purity: 90%, Aldrich, 5.0 g, 66 mmol) and K2CO3 (7.6 g, 55 mmol) were added thereto. The suspension thus obtained was stirred for 4 hrs with reflux. The resulting orange-colored suspension was concentrated under reduced pressure (reflux condenser, 10 torr, 40° C.) and ethylacetate (EA, 90 ml) and water (18 ml) were added thereto. The resulting mixture was stirred strongly at r.t. for 10 min. The organic layer was extracted and washed with the saturated brine (10 ml). The resulting solution was cooled to 10° C. and 48% HBr solution (3.7 ml) was added thereto dropwise with stirring. The pale yellow colored solid thus obtained was filtered off and dried under high vacuum (1 torr, 40° C.) to obtain the title compound as an intermediate.

1. customThe suspension thus obtained
2. temperaturewith reflux
3. concentrationThe resulting orange-colored suspension was concentrated under reduced pressure (reflux condenser, 10 torr, 40° C.) and ethylacetate (EA, 90 ml) and water (18 ml)
4. additionwere added
5. stirringThe resulting mixture was stirred strongly at r.t. for 10 min
6. extractionThe organic layer was extracted
7. washwashed with the saturated brine (10 ml)
8. addition48% HBr solution (3.7 ml) was added
9. stirringdropwise with stirring
10. customThe pale yellow colored solid thus obtained
11. filtrationwas filtered off
12. customdried under high vacuum (1 torr, 40° C.)

ORD record

ord-dfa4ec3d53d94a26a73a686b74698765

Source dataset

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08754210B2