Hydrazine hydrate (1:1) → 1-Amino-3-(2,2,2-trifluoroethyl)-1,3-diazinan-2-one

Temperature

90 °C

Into a 100-mL round-bottom flask, was placed phenyl N-(3-chloropropyl)-N-(2,2,2-trifluoroethyl)carbamate (1.4 g, 4.73 mmol, 1.00 equiv), NH2NH2.H2O (6 mL), ethanol (40 mL). The resulting solution was stirred for 5 h at 90° C. in an oil bath. The resulting mixture was concentrated under vacuum. The resulting solution was diluted with 50 mL of H2O. The resulting solution was extracted with 3×30 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 2×30 mL of brine. The mixture was dried over anhydrous sodium sulfate. The resulting mixture was concentrated under vacuum. This resulted in 200 mg (crude) of 1-amino-3-(2,2,2-trifluoroethyl)-1,3-diazinan-2-one as a light yellow solid.

1. customInto a 100-mL round-bottom flask, was placed
2. concentrationThe resulting mixture was concentrated under vacuum
3. additionThe resulting solution was diluted with 50 mL of H2O
4. extractionThe resulting solution was extracted with 3×30 mL of ethyl acetate
5. washThe resulting mixture was washed with 2×30 mL of brine
6. dry with materialThe mixture was dried over anhydrous sodium sulfate
7. concentrationThe resulting mixture was concentrated under vacuum
8. customThis resulted in 200 mg (crude) of 1-amino-3-(2,2,2-trifluoroethyl)-1,3-diazinan-2-one as a light yellow solid

ORD record

ord-8cf40a6d89624d458983a906c0185f2d

Source dataset

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09447084B2