Synthesis technology of 1,3-dimethyl-2-chloroimidazoline chloride

A chloroimidazoline and synthesis process technology, applied in the field of chlorination, can solve the problems that the product is difficult to meet the requirements of pharmaceutical and chemical production, the reaction is difficult to carry out fully, the transportation and use are dangerous, and the like, so as to avoid side reactions and reduce waste gas treatment. Process, the effect of accurate weighing

Inactive Publication Date: 2007-03-14
辽宁凯为生物技术有限公司
View PDF3 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, diphosgene is in a liquid state, and there are still certain dangers in transportation and use, and it is still restricted in use.
[0010] In the above-mentioned patents, the possibility of preparing chlorinated 1,3-dimethyl-2-chloroimidazoline with phosphorus trichloride, phosphorus pentachloride, phosphorus oxychloride and other chlorination reagents is introduced simultaneously, but such reagents The use of the reaction system makes the reaction system in a two-phase state, and the existence of the by-product phosphoric acid in the reaction makes it difficult to fully carry out the reaction, and it is very difficult to separate the products, and the obtained products are difficult to meet the requirements of pharmaceutical and chemical 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
  • Synthesis technology of 1,3-dimethyl-2-chloroimidazoline chloride
  • Synthesis technology of 1,3-dimethyl-2-chloroimidazoline chloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] In a 1000ml three-necked reaction flask, add 1,3-dimethyl-2-imidazolidinone (34.2 g, 0.3 mol), carbon tetrachloride (400 ml), and slowly add solid phosgene (bistrichloro Methyl carbonate) in carbon tetrachloride solution (containing 30 grams of solid phosgene, 0.1 moles, and 100 milliliters of carbon tetrachloride), the reaction mixture was kept below 5°C, vigorously stirred for 0.5 hours, and reacted at room temperature for 1 hour, The temperature was raised to 50° C. and maintained for 4 hours. After the reaction product is cooled to room temperature, filter and wash with a small amount of carbon tetrachloride to obtain a white crystalline product, which is dried in a desiccator with phosphorus pentoxide to obtain a pure white crystalline product chloro-1,3-dimethyl Base-2-chloroimidazoline 49 grams, yield 96.6%.

[0029] Melting point: 85~86℃

[0030] IR(KBr): γ=1632, 1541, 1415, 1344, 1301, 1230, 1142, 960cm -1

[0031] 1 H-NMR (CDCl 3 ): δ=3.36(s, 6H, CH 3 ×...

Embodiment 2

[0033] In a 1000ml three-necked reaction flask, add 1,3-dimethyl-2-imidazolidinone (34.2 g, 0.3 mol), methylene chloride (400 ml), and slowly add a dichloromethane solution of solid phosgene dropwise under stirring (containing 30 g of solid phosgene, 0.1 mole, and 100 ml of dichloromethane), the reaction mixture was kept below 5° C., stirred vigorously for 0.5 hours, and after 0.5 hours of reaction at room temperature, the temperature was raised to 40° C. and kept for 4 hours. The reaction product was cooled to room temperature, filtered, and washed with a small amount of carbon tetrachloride to obtain a white crystalline product, which was dried in a desiccator with phosphorus pentoxide to obtain 48 grams of a pure white crystalline product with a yield of 95%. Melting point, IR and 1 The H-NMR absorption conditions are consistent with Example 1.

Embodiment 3

[0035] In a 500ml three-necked reaction flask, add 1,3-dimethyl-2-imidazolidinone (34.2 grams, 0.3 moles), chlorobenzene (350 milliliters), and slowly add a chlorobenzene solution of solid phosgene (containing 30 grams of solid phosgene, 0.1 moles, 50 ml of chlorobenzene), the reaction mixture was kept below 5°C, vigorously stirred for 0.5 hours, and after 2 hours of reaction at room temperature, the temperature was raised to 60°C and kept for 3 hours. The reaction product was cooled to room temperature, filtered and washed with a small amount of dichloromethane to obtain a white crystalline product, which was dried in a desiccator with phosphorus pentoxide to obtain 41.5 g of a pure white crystalline product with a yield of 82%.

[0036] Melting point, IR and 1 The H-NMR absorption conditions are consistent with Example 1.

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 present invention belongs to the field of fine chemical producing technology, and is especially preparation process of chloro-1, 3-dimethyl-2-chloro imidazoline. The preparation process includes dissolving solid phosgene, which is used to replace gaseous phosgene and liquid phosgene, in inert solvent; dropping the solid phosgene solution into inert solution of 1, 3-dimethyl-2-imidazolidone to react at 25-65 deg.c for 2-8 hr to prepare white chloro-1, 3-dimethyl-2-chloro imidazoline. The inert solvent may be benzene, toluene, methylene chloride, chloroform, carbon tetrachloride or chlorobenzene, and is preferably methylene chloride or carbon tetrachloride. The preparation process is safe, pollutionless and simple, and has high product yield and high product purity.

Description

technical field [0001] The invention belongs to the production field of fine chemical products, in particular to a preparation process of chlorinated 1,3-dimethyl-2-chloroimidazoline. Background technique [0002] Chlorinated 1,3-dimethyl-2-chloroimidazoline has a chemical structure shown in the following formula (1). The CAS registration number of the compound in the abstract magazine "Chemical Abstracts (Chemical Abstracts, CA)" issued by the American Chemical Society (American Chemical Society, CAS) is: "[37091-73-9]". [0003] Chlorinated 1,3-dimethyl-2-chloroimidazoline, in the synthesis of organic compounds such as: esters, anhydrides, amides, nitriles and polypeptides and polyesters, as an excellent new chemical reaction reagent, in There are important applications in chemical and pharmaceutical fields (J.Org.Chem., 1999, 64, 6984; J.Org.Chem., 1999, 64, 6989; J.Org.Chem., 1999, 64, 5832). [0004] [0005] The preparation of this reagent is to take 1,3-dimethyl-...

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): C07D233/28
Inventor 王道林钱建华刘琳邢锦娟
Owner 辽宁凯为生物技术有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap