3,5-Dimethyl-4-(4-nitrophenyl)-1H-pyrazole synthesis
- Product Name:3,5-Dimethyl-4-(4-nitrophenyl)-1H-pyrazole
- CAS Number:42418-61-1
- Molecular formula:C11H11N3O2
- Molecular Weight:217.22
89185-83-1
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Yield:42418-61-1 71%
Reaction Conditions:
with hydrazine hydrate monohydrate in ethanol at 70; for 6 h;
Steps:
48 Preparation 48 3,5-Dimethyl-4-(4-nitrophenyl)-lH-pyrazole
Hydrazine hydrate (56.5 ml_, 1130 mmol) was added to a stirred solution of the compound of Preparation 47 (50 g, 226 mmol) in EtOH (1 L) at room temperature. The reaction mixture was then heated at 70°C for 6 hours. The reaction mixture was concentrated under reduced pressure and the residue was diluted with water (1 L) and stirred at room temperature for 20 minutes. The precipitate was filtered, washed with cold water (300 mL) and hexane (300 mL). The solid was dried to give the title compound (35 g, 71%) as a yellow solid. 1H NMR (400 MHz, DMSO-d6) d 12.55 (br s, 1H), 8.26 - 8.23 (d, J = 8.8 Hz, 2H), 7.59 - 7.57 (d, J=9.2 Hz, 2H), 2.29 (s, 3H), 2.23 (s, 3H); LCMS (ES) : m/z =218 [M + H]+, RT = 5.62 min.
References:
WO2020/127685,2020,A1 Location in patent:Page/Page column 57-58
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