Unlock instant, AI-driven research and patent intelligence for your innovation.
A kind of synthetic method of polysubstituted benzo [c, d] indole compound
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 synthetic method and compound technology, applied in chemical instruments and methods, organic chemistry, luminescent materials, etc., can solve the problems of substrate universality, low yield, etc., and achieve low production cost, excellent yield, The effect of easy availability of reaction raw materials
Active Publication Date: 2019-11-12
JIAXING UNIV
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
In this method, the substrate universality is not very wide, the yield is medium, and the toxic carbon monoxideatmosphere is used, which has certain risks
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 1-10
[0024] Example R 1
Embodiment 1
[0026] Add N-Ts-8-p-chlorophenylnaphthylamine (0.1mmol), AgCF 3 COO (0.01 mmol), K 2 CO 3 (0.12mmol) and CH 3 CN (2ml), then stirred the reaction in an oil bath at 25°C until the reaction of N-Ts-8-p-chlorophenylnaphthylamine was complete. After the reaction, filter through diatomaceous earth or silica gelpowder, rinse the filter residue with dichloromethane 2-4 times, combine the filtrate to remove the solvent by distillation under reduced pressure; separate through silica gel chromatography column, and distill under reduced pressure, the yield is 87%, the identification result for:
[0029] Add N-2-chlorobenzoyl-8-p-chlorophenylnaphthylamine (0.5mmol), AgOAc (0.25mmol), Cs 2 CO 3 (0.5mmol) and dimethyl sulfoxide (5ml), then stirred the reaction in an oil bath at 100°C until the reaction of N-2-chlorobenzoyl-8-p-chlorophenylnaphthylamine was complete. After the reaction, filter through diatomaceous earth or silica gel powder, rinse the filter residue with dichloromethane 2-4 times, combine the filtrate to remove the solvent by distillation under reduced pressure; separate through silica gel chromatography column, and distill under reduced pressure, the yield is 75%. for:
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 discloses a synthesis method of a polysubstituted benzo[c, d] indole compound. The synthesis method comprises the following steps: taking an 8-alkynyl naphthylamine compound, a catalystand alkali according to a molar ratio of 1:(0.1-0.5):(1-2), and putting into a reaction container; adding a solvent into the reaction container until the 8-alkynyl naphthylamine compound is totally dissolved; putting the reaction container in an oil bath at 0-100 DEG C, and stirring for reacting for 0-24h; cooling to room temperature; filtering with kieselguhr or silica gelpowder; flushing the filter residue with dichloromethane for 2-4 times; combining the filtrates and performing reduced-pressure distillation to remove the solvent; separating with a silica gelchromatographic column, and performing reduced-pressure distillation to obtain the polysubstituted benzo[c, d] indole compound. According to the synthesis method disclosed by the invention, the polysubstituted benzo[c, d] indole compound is synthesized by a one-pot one-step process, the processes of intermediate separation and purification are reduced, and the operation method is simple; moreover, the reaction conditions are mild, the reaction selectivity is high, the yield is high, the substrate is widely applicable, the reaction raw materials are simple and easily available, and the production cost is low; the synthesismethod is suitable for small-scale preparation in a laboratory as well as industrial large-scale production.
Description
technical field [0001] The invention relates to a synthetic method for a class of novel nitrogen-containing heterocyclic compounds, in particular to a synthetic method for multi-substituted benzo[c,d]indole compounds. Background technique [0002] Benzo[c,d]indole derivatives are an important class of organic compounds, which are widely used in biomedicine, pesticides, fluorescent materials, dyes, and solar cell materials. At present, there are few published methods for synthesizing multi-substituted benzo[c,d]indoles, mainly including the following methods. The most commonly used method is to use 1,8-naphthalene dicarboxylic anhydride as a raw material, first react with hydroxylaminehydrochloride, and then react with 2,4-dinitrochlorobenzene to protect the hydroxyl group, and then obtain benzo[c, d] indol-2-one compounds, and finally obtain benzo[c,d]indole derivatives through condensation reaction. This kind of reaction just can obtain final product through multi-step r...
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.
![A kind of synthetic method of polysubstituted benzo [c, d] indole compound](https://images-eureka.patsnap.com/patent_img/000be05c-0415-44a4-a1e9-62fdeeee68e8/BDA0001524740520000031.png)
![A kind of synthetic method of polysubstituted benzo [c, d] indole compound](https://images-eureka.patsnap.com/patent_img/000be05c-0415-44a4-a1e9-62fdeeee68e8/BDA0001524740520000041.png)
Login to View More 
Login to View More