![](/StructureFile/ChemBookStructure5/GIF/CB9107021.gif)
3-[1,1'-BIPHENYL]-4-YL-1H-PYRAZOLE synthesis
- Product Name:3-[1,1'-BIPHENYL]-4-YL-1H-PYRAZOLE
- CAS Number:446276-22-8
- Molecular formula:C15H12N2
- Molecular Weight:220.27
![1-[1,1'-BIPHENYL]-4-YL-3-(DIMETHYLAMINO)-2-PROPEN-1-ONE](/CAS/GIF/138716-22-0.gif)
138716-22-0
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$75.00/500mg
![3-[1,1'-BIPHENYL]-4-YL-1H-PYRAZOLE](/StructureFile/ChemBookStructure5/GIF/CB9107021.gif)
446276-22-8
12 suppliers
$130.00/50mg
Yield:446276-22-8 91%
Reaction Conditions:
with hydrazine hydrate in ethanol; for 4 h;Reflux;Inert atmosphere;
Steps:
4.2. Preparation of 3-biphenyl-4-yl-1H-pyrazole
A mixture of 1-biphenyl-4-yl-3-dimethylamino-propenone (1.6 g, 6.4 mmol), ethanol (10 mL) and hydrazine hydrate (2 mL) was then refluxed for 4 h. After cooling to room temperature, the volatile species were removed in vacuo. The remaining yellow oil was re-dissolved in EtOH (20 mL) and the solution was dried over MgSO4. The solvent was removed in vacuo to obtain a light yellow solid, which was recrystallized from toluene at -10 °C, giving colorless crystals. Yield: 1.27 g (91%). 1H NMR (400 MHz, CDCl3, ppm): δ 6.61 (s, 1H), 7.32 (t, J=7.2 Hz, 1H), 7.40 (t, J=7.2 Hz, 2H), 7.56-7.60 (m, 5H), 7.80 (d, J=8.0 Hz, 2H). 13C NMR (100 MHz, CDCl3, ppm): δ 102.8, 126.4, 127.1, 127.6, 128.9, 131.2, 133.6, 133.6, 133.6, 140.7, 140.9. HRMS calcd for C15H12N2 220.1000, found 220.1007. Anal. Calcd for C15H12N2: C, 81.79; H, 5.49; N, 12.72. Found: C, 81.32; H, 5.23; N, 12.82. IR (KBr disk, cm-1): 3031(w), 2971(w), 1525(m), 1488(s), 1445(m), 1409(m), 1384(m), 1337(w), 1294(m), 1192(w), 1109(m), 1046(m), 1005(m), 954(s), 933(s), 841(s), 754(s), 722(m), 688(s), 608(m). Mp: 163.9-164.2 °C.
References:
Xu, Zhong-Lin;Li, Hong-Xi;Ren, Zhi-Gang;Du, Wei-Yuan;Xu, Wei-Chang;Lang, Jian-Ping [Tetrahedron,2011,vol. 67,# 29,p. 5282 - 5288] Location in patent:experimental part
![3-BIPHENYL-4-YLPROP-2-YN-1-OL](/CAS/GIF/210885-00-0.gif)
210885-00-0
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![3-[1,1'-BIPHENYL]-4-YL-1H-PYRAZOLE](/StructureFile/ChemBookStructure5/GIF/CB9107021.gif)
446276-22-8
12 suppliers
$130.00/50mg