Solvent-free solid-phase synthesis method and application of microwave digestion of five-membered heterocyclic azoles containing oxygen, sulfur and nitrogen
What is Al technical title?
Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
The technology of a compound and a cyclizing agent, applied in the application field of the three series of compounds, can solve the problems such as few reports on the application of organic synthesis
Inactive Publication Date: 2019-04-02
SOUTH CENTRAL UNIVERSITY FOR NATIONALITIES
View PDF4 Cites 1 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Problems solved by technology
Microwave digestion is widely used in the synthesis of inorganic materials, but there are few reports on the application of organic synthesis
Method used
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more
Image
Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
Click on the blue label to locate the original text in one second.
Reading with bidirectional positioning of images and text.
Smart Image
Examples
Experimental program
Comparison scheme
Effect test
Embodiment 1～8
[0062] 1. Embodiment 1~8 is the synthesis of oxygen-containing substituted five-membered heterocyclic azole compounds
Embodiment 1
[0063] The synthesis of embodiment 1,2-indolyl-5-phenyloxazole (Ⅱa1)
[0064]
[0065] Weigh 2.78g of N-(2-oxo-2-phenyl)ethyl-1H-indole-3-carboxamide and 1.7g of phosphorus pentoxide in the glove box and put them in an agate mortar in the glove box , mix evenly, grind finely, transfer to a 10mL reaction bottle in a microwave reactor, adjust the power of the microwave reactor to 560W, start the microwave reactor and heat up from room temperature to 230°C at a heating rate of 45°C / min, then react at a constant temperature for 30 Minutes, close the microwave reactor, stop the reaction, cool down to room temperature naturally, wash the mixture in the reaction flask with distilled water, dry, recrystallize from ethanol, and weigh 2.33g (IIa1) as a pale white solid, with a yield of 89.7%. mp:188~190℃.IRν(cm -1 ):3413,3154,2919,1625,1602,1443,1361,1249,1120,914,767,726; 1 H-NMR(400MHz,DMSO-d6):8.10–8.07(m,2H),7.98–7.95(m,2H),7.60–7.48(m,5H),7.25–7.17(m,2H); 13 C-NMR (125MHz, DM...
Embodiment 2
[0067] The synthesis of embodiment 2,2-indolyl-5 pyridyl oxazole (IIa2)
[0068]
[0069] Weigh 2.78g of N-(2-oxo-2-pyridyl)ethyl-1H-indole-3-carboxamide in the glove box, measure 1.5mL of phosphorus oxychloride, put into 10mL of microwave reactor to react In the bottle, adjust the power of the microwave reactor to 500W, start the microwave reactor and raise the temperature from room temperature to 230°C at a heating rate of 45°C / min, then react at a constant temperature for 20 minutes, turn off the microwave reactor, stop the reaction, cool naturally to room temperature, and put the reaction The mixture in the bottle was washed with distilled water, dried, recrystallized from ethanol, and weighed to obtain 2.42 g of (IIa2) as a yellow solid with a yield of 93.0%. mp:179~181℃.IRν(cm -1 ):3173,2919,1755,1628,1431,1331,1255,1120,1008,920,803,750,703,614; 1 H-NMR (400MHz, DMSO-d 6 ):9.27(s,1H),8.69(d,J=5.0Hz,1H),8.41(d,J=6.7Hz,1H),8.01(d,J=2.4Hz,1H),7.97(d,J =7.9Hz,1H),7.6...
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more
PUM
Login to view more
Abstract
The invention belongs to the technical field of organic synthesis, and particularly discloses a microwave-digestion solvent-free solid-phase synthesis method and an application of oxygen-containing, sulfur-containing and nitrogen-containing substituted five-membered heterocycle azole compounds. The microwave-digestion solvent-free solid-phase synthesis method is adopted to synthesize a target object, microwave digestion has two characteristics of closed container reaction and microwave heating, a cyclizing agent is gasified through high temperature and high pressure, produced aerosol dissolves a sample, a homogeneous reaction is performed, the synergistic effect of microwave radiation and the cyclizing agent determines the advantages of short reaction time, non-volatility of reaction raw materials, recyclability and the like, the production cost is effectively reduced, energy is saved, and the environment is protected; besides, the operation is simple, and the yield is higher. The three series of oxygen-containing, sulfur-containing and nitrogen-containing substituted five-membered heterocycle azole compounds prepared with the method have excellent photophysical properties in the aspects of fluorescence, ultraviolet and the like and has good antibacterial and insecticidal bioactivity, thereby having great development and application value and prospect.
Description
technical field [0001] The invention relates to the technical field of organic synthesis, in particular to three series of oxygen-containing, sulfur-containing and nitrogen-containing substituted five-membered heterocyclic azole compounds and their microwave digestion solvent-free solid-phase synthesis method, as well as the application of the three series of compounds. Background technique [0002] Oxygen-containing, sulfur-containing, and nitrogen-containing substituted azole compounds are an important class of five-membered heterocyclic compounds. Due to their easy formation of hydrogen bonds, coordination with metal ions, and π-π stacking, electrostatic and hydrophobic interactions, oxygen, Sulfur-containing and nitrogen-containing substituted azole compounds can undergo a variety of non-covalent interactions and exhibit some special properties. In the field of materials, azole compounds can be applied to new materials in many fields such as photoluminescent materials, n...
Claims
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more
Application Information
Patent Timeline
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to view more 
Login to view more