Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for preparing indanofan

A technology of diketone and chlorophenyl, applied in the field of preparing indoxazone, can solve the problems of high risk, long preparation technology steps of indoxazone, harsh conditions and the like, and achieves low production cost, high implementation value and social economy. Benefit, effect of short reaction steps

Active Publication Date: 2018-09-04
HEBEI UNIVERSITY OF SCIENCE AND TECHNOLOGY
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] In view of this, the present invention provides a new preparation method in order to solve the disadvantages of the existing indenoxalone preparation technology, such as long steps, high risk, and harsh conditions. The method has simple process, cheap raw materials and high yield. high security
suitable for industrial production

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
  • Method for preparing indanofan
  • Method for preparing indanofan
  • Method for preparing indanofan

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] (1) Preparation of 2-(3-chlorophenyl) prop-2-en-1-ol

[0037] Submerge 0.72g (29.6mmol) of magnesium chips into 15mL of anhydrous tetrahydrofuran, add a grain of iodine, and drop two drops of m-bromochlorobenzene at room temperature. Slightly heat the system with an air gun to become turbid, and keep the system in a slightly boiling state, drop in a mixture of 15mL of tetrahydrofuran and 5.61g (29.3mmol) of m-bromochlorobenzene, and heat to reflux for 3 hours after the drop is complete. Cool down to room temperature and use in the next step. Add 0.34 g (1.8 mmol) of cuprous iodide to the tetrahydrofuran solution of Grignard's reagent, and stir at room temperature for 1 hour. 0.66 g (11.7 mmol) of propynyl alcohol was slowly added dropwise, and heated to reflux for 24 hours after the drop was completed. After cooling, a saturated ammonium chloride solution was added dropwise to adjust the pH to 5. Extract 3 times with 30 mL ethyl acetate, combine organic phases, wash ...

Embodiment 2

[0052] (1) Preparation of 2-(3-chlorophenyl) prop-2-en-1-ol

[0053] Submerge 0.72g (29.6mmol) of magnesium chips into 15mL of anhydrous tetrahydrofuran, add a grain of iodine, and drop two drops of 1,3-dichlorobenzene at room temperature. Slightly heat the system with an air gun until it becomes turbid. Keep the system in a slightly boiling state and drop in a mixture of 15 mL of tetrahydrofuran and 4.31 g (29.3 mmol) of 1,3-dichlorobenzene. After the dropping is complete, heat to reflux for 3 hours. Cool down to room temperature and use in the next step. Add 0.34 g (1.8 mmol) of cuprous iodide to the tetrahydrofuran solution of Grignard's reagent, and stir at room temperature for 1 hour. 0.66 g (11.7 mmol) of propynyl alcohol was slowly added dropwise, and heated to reflux for 12 hours after the drop was completed. After cooling, a saturated ammonium chloride solution was added dropwise to adjust the pH to 5. Extract 3 times with 30 mL ethyl acetate, combine organic phase...

Embodiment 3

[0064] (1) Preparation of 2-(3-chlorophenyl) prop-2-en-1-ol

[0065] Submerge 0.72g (29.6mmol) of magnesium chips into 15mL of anhydrous tetrahydrofuran, add a grain of iodine, and drop two drops of m-bromochlorobenzene at room temperature. Slightly heat the system with an air gun to become turbid, and keep the system in a slightly boiling state, drop in a mixture of 15mL of tetrahydrofuran and 5.61g (29.3mmol) of m-bromochlorobenzene, and heat to reflux for 3 hours after the drop is complete. Cool down to room temperature and use in the next step. Add 0.34 g (1.8 mmol) of cuprous iodide to the tetrahydrofuran solution of Grignard's reagent, and stir at room temperature for 1 hour. 1.32 g (23.4 mmol) of propynyl alcohol was slowly added dropwise, and after the drop was completed, it was heated to reflux for 24 hours. After cooling, a saturated ammonium chloride solution was added dropwise to adjust the pH to 5. Extract 3 times with 30 mL ethyl acetate, combine organic phase...

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

No PUM Login to View More

Abstract

The invention belongs to the technical field of medicines, and discloses a preparation method of indanofan (2-((2-(3-chlorophenyl)ethylene oxide-2-yl)methyl)-2-ethyl-1H-indene-1,3(2H)-dione). Two intermediates of the indanofan are 1-halogeno-3-(3-chloropropyl-1-ene-2-yl)benzene and 2-ethyl-1H-indene-1,3(2H)-dione. The invention discloses a preparation method of the two intermediates and a method for synthesizing the indanofan by using the two intermediates. The process route is novel, is short in step, high in yield and low in production cost, and has huge implementation values and social economic benefits.

Description

technical field [0001] The invention belongs to the technical field of medicines and relates to a chemical synthesis method, in particular to a method for preparing indenoxyl. Background technique [0002] Indidone (2-((2-(3-chlorophenyl)oxiran-2-yl)methyl)-2-ethyl-1H-indene-1,3(2H)-dione) on The annual weeds in paddy fields, including the main weed barnyardgrass, show high herbicidal activity at low doses and have a long effective period, which is very safe for transplanting rice. Indoxalone is not only effective at low doses, but also has good diffusibility in water. As a herbicide for paddy fields, it can be processed into various dosage forms. In addition, indenoxalone is highly safe for lawns, and has high inhibitory activity against annual weeds such as bluegrass and crabgrass, so it can also be used as a lawn herbicide. Indoxyl at 0.075-0.15kg(a.i.) / hm 2 The doses of barnyardgrass had obvious effects on barnyardgrass from before germination to the 3-leaf stage, and...

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
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D303/32C07D301/14C07C17/16C07C25/24C07C45/67C07C49/67
CPCC07C17/16C07C29/32C07C45/676C07C67/343C07D301/14C07D303/32C07C2602/08C07C33/483C07C25/24C07C49/67C07C69/738
Inventor 张国刚杜蔚赵艳利冯雪宋苗苗宋巍杨颖
Owner HEBEI UNIVERSITY OF SCIENCE AND TECHNOLOGY
Features
  • Generate Ideas
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com