Mechanochemical preparation of 1,3,5-triaryl-2-pyrazoline compounds
A mechanochemical and compound technology, applied in 1 field, to achieve the effects of high reaction yield, low production cost and high yield
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0022] Example 1: Preparation of 1,3,5-triphenyl-2-pyrazoline
[0023] Add chalcone (2.08g, 10mmol), phenylhydrazine (1.08g, 10mmol), potassium hydrogen sulfate (0.14g, 1mmol) and silica gel (10g) into a 75mL ball milling jar, then add the milling ball and tighten the lid. Put the ball mill jar into the ball mill and run at 1290 rpm to make the mixture react for 5 min, TLC (sample dissolved in ethyl acetate) to track the progress of the reaction. After the reaction, the reaction mixture was washed with hot absolute ethanol, filtered, and the filtrate was boiled to evaporate part of the ethanol to saturation, cooled to room temperature, precipitated a solid, and dried to obtain 1,3,5-triphenyl- 2.72 g of 2-pyrazoline, the yield was 91%.
[0024] White solid, Mp: 134°C. IR (KBr): 3129, 1490, 1400cm -1 . 1 H NMR(400MHz, DMSO-d 6 ): δ(ppm)=7.76-6.71(m, 15H, ArH), 5.48(dd, J=5.2, 9.6Hz1H, ArCHN), 3.93(dd, J=9.6, 14.0Hz1H, CH 2 C=N), 3.11(dd, J=5.2, 14.0Hz1H, CH 2 C=N). 13 C NMR (100MHz...
Embodiment 2
[0025] Example 2: Preparation of 1,3,5-triphenyl-2-pyrazoline
[0026] Add chalcone (2.08g, 10mmol), phenylhydrazine (2.16g, 20mmol), potassium hydrogen sulfate (0.07g, 0.5mmol) and silica gel (10g) into a 75mL ball milling jar, then add the milling ball and tighten the lid. Put the ball mill jar into the ball mill and run at 1290 rpm to make the mixture react for 5 min, TLC (sample dissolved in ethyl acetate) to track the progress of the reaction. The separation and purification steps were the same as in Example 1, to obtain 2.77 g of 1,3,5-triphenyl-2-pyrazoline, with a yield of 93%, and the physical data were the same as in Example 1.
Embodiment 3
[0027] Example 3: Preparation of 1,3,5-triphenyl-2-pyrazoline
[0028] Add chalcone (2.08g, 10mmol), phenylhydrazine (5.41g, 50mmol), potassium hydrogen sulfate (0.27g, 2mmol) and silica gel (21g) into a 75mL ball milling jar, then add the milling ball and tighten the lid. Put the ball mill jar into the ball mill and run at 1290 rpm to make the mixture react for 5 min, TLC (sample dissolved in ethyl acetate) to track the progress of the reaction. The separation and purification steps were the same as in Example 1, to obtain 2.69 g of 1,3,5-triphenyl-2-pyrazoline, with a yield of 90%, and the physical data were the same as in Example 1.
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More 
PatSnap Eureka turns technology decisions into work you can execute. Powered by our Innovation Knowledge Graph, it runs expert workflows across engineering, life sciences, materials and intellectual property. Get your review-ready output in minutes.
