p-Nitroacetophenone → 3-(4-Nitrophenyl)-1H-pyrazole

Temperature

70 °C

A solution of 1-(4-nitrophenyl)ethanone (605.5 mmol) and bis(methyloxy)methanamine (726 mmol) in N,N-dimethylformamide (1000 mL) was stirred for 1 h at 80° C. The reaction was concentrated in vacuo, the residue was dissolved in ethanol (1000 mL) and treated with hydrazine monohydrate (1816 mmol). After the reaction stirred 2 h at 70° C. it was cooled to room temperature and poured into ice-water (2000 mL). Product precipitated out of solution, which was filtered, washed with water (4×500 mL) and dried to provide the title product as a yellow powder (98%). ESMS [M+H]+: 190.2

1. concentrationThe reaction was concentrated in vacuo
2. dissolutionthe residue was dissolved in ethanol (1000 mL)
3. temperaturewas cooled to room temperature
4. customProduct precipitated out of solution, which
5. filtrationwas filtered
6. washwashed with water (4×500 mL)
7. customdried

ORD record

ord-33f6c07783a5412baec25e75d0936082

Source dataset

uspto-grants-2008_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07419988B2