Polycyclic heterocyclic compound synthesized with water as medium, preparation method and application thereof
What is Al technical title?
Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A technology of heterocycles and compounds, applied in the field of chemical synthesis, to achieve the effects of environmental friendliness, good compatibility, and easy-to-obtain raw material synthesis
Active Publication Date: 2021-06-04
遵义医药高等专科学校
View PDF0 Cites 0 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
Therefore, the possibility of electron-deficient nitroheteroaromatics as substrates participating in aqueous reactions remains to be explored
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
[0032] In the reaction tube, add benzo six-membered ring dicyanoalkene 1a (0.10mmol), 2-nitrobenzofuran 2a (0.12mmol) successively, add Cs 2 CO 3 (1eq, 0.1mmol), hexadecyltrimethylammonium bromide CTAB (5mol%, 0.005mmol) and 1.0mL water, stirred at room temperature for 24h, TLC detected that the basic reaction was complete, and the reaction solution was filtered to obtain a filter cake. After dissolving dichloromethane, the sample was purified by column chromatography (eluent: V (petroleum ether): V (ethyl acetate) = 5:1) to obtain compound 4aa, a white solid, melting point: 182.3-183.1 °C; yield 90%. NMR (such as figure 1 and 2 Shown) and results such as high-resolution mass spectrometry test are as follows: 1 HNMR (300MHz, DMSO-d6) δ8.20(d, J=7.7Hz, 1H), 8.07(d, J=7.5Hz, 1H), 7.75(d, J=8.3Hz, 1H), 7.60(t, J=7.8Hz,1H),7.49-7.41(m,1H),7.41-7.29(m,3H),6.36(s,2H),3.17-3.06(m,2H),2.89-2.78(m,2H) ; 13 C NMR (75MHz, DMSO-d6) δ156.2, 142.0, 138.5, 138.0, 132.1, 131.2, 128.5,...
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
Property
Measurement
Unit
melting point
aaaaa
aaaaa
melting point
aaaaa
aaaaa
melting point
aaaaa
aaaaa
Login to view more
Abstract
The invention discloses a class of polycyclic heterocyclic compounds synthesized with water as a medium, which belongs to the technical field of chemical synthesis and has a structure as shown in the general formula (I): (I) In the general formula (I), X is selected from O, S, N-R, Y is selected from H, CH 2 , OCH 2 , (CH 2 ) 2 , (CH 2 ) 3 , Ar is selected from alkyl or halogen or aryl substituted benzene ring, furan ring, thiophene ring, R 1 Selected from H, alkyl, halogen, aryl; the present invention uses various substituted dicyanoalkene synthons and various substituted 2-nitroheteroarenes or 3-nitroheteroarenes as raw materials, in water as medium Alkali-promoted [4+2] alkenyl cyclization reaction occurs under certain conditions; this type of compound has important application value for the screening of drugs and the pharmaceutical industry; and the application in photoluminescent materials is also of great value; the operation of the present invention It is simple and easy to operate, the raw materials are cheap and easy to obtain, and it is carried out under the condition of water as the medium, which is friendly to the environment, has good air stability, wide applicability, and has good compatibility with various substituents.
Description
technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a class of polycyclic heterocyclic compounds synthesized using water as a medium, a preparation method and application thereof. Background technique [0002] As we all know, water resources in nature are abundant, environmentally friendly and inexpensive. However, the poor solubility of most organic compounds in water limits their application in organic synthesis. Organic reactions in aqueous media have gained widespread attention since the concept of green chemistry was proposed. [0003] (1) Dibenzofuran, dibenzopyran, and dibenzopyrrole skeletons are widely found in many natural products and drugs with important biological activities, and exhibit anticancer, antibacterial, antimalarial, antiallergic and antiallergic effects. The inflammatory activity makes its synthesis have potential application prospects. (2) Electron-deficient nitroheteroaromatic compounds suc...
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