Unlock instant, AI-driven research and patent intelligence for your innovation.

Synthetic method of 3-ethoxy-4-decoxyaniline as intermediate of decoquinate

A technology of decyloxyaniline and its synthesis method, which is applied in the field of chemical synthesis, can solve the problems such as side reactions are not easy to control, and achieve the effects of low raw material cost, simple and easy process, and low equipment requirements

Active Publication Date: 2018-08-24
JIANGSU LINGYUN PHARMA
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] (2) CN107382855 adopts diazo coupling to obtain 3-ethoxy-4-decyloxyaniline, avoiding nitration and hydrogenation reduction, but diazotization reaction is also a high-risk process, and many side reactions are difficult to control

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
  • Synthetic method of 3-ethoxy-4-decoxyaniline as intermediate of decoquinate
  • Synthetic method of 3-ethoxy-4-decoxyaniline as intermediate of decoquinate
  • Synthetic method of 3-ethoxy-4-decoxyaniline as intermediate of decoquinate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Add 200 grams of DMF to a 500 ml flask, add 70 grams of anhydrous potassium carbonate, 50 grams of o-hydroxyphenethyl ether, and 90 grams of bromodecane respectively, stir and heat up to 70±5°C, and the reaction and heat preservation take 4 to 8 hours.

[0038] Distill under reduced pressure (-0.09MPa, less than 90°C) until the material in the bottle is viscous, add 150 grams of water and 6 grams of potassium bromide, adjust the pH to 9-10 with 30% sodium hydroxide, add tetrabutylammonium bromide ( or benzyltriethylammonium chloride) 1 g. Stir for half an hour.

[0039] Install air guide tube and constant pressure dropping funnel, fill 60 grams of 30% sodium hydroxide in the funnel, temperature in the stirring bottle is 30-40 ℃, pass into chlorine gas, tail gas export and absorb with sodium hydroxide. Sodium hydroxide is added dropwise for 3-6 hours, the rate of chlorine flow is synchronized with the rate of dripping sodium hydroxide, and the pH is controlled at 8-10. ...

Embodiment 2

[0043] Add 200 grams of DMF to a 500 ml flask, add 70 grams of anhydrous potassium carbonate, 50 grams of o-hydroxyphenethyl ether, and 95 grams of decane bromide, stir and heat up to 70±5°C, and the reaction and heat preservation take 4 to 8 hours.

[0044] Distill under reduced pressure (-0.09MPa, less than 90°C) until the material in the bottle is viscous, add 150 grams of water and 5 grams of potassium bromide, adjust the pH to 9-10 with 30% sodium hydroxide, add tetrabutylammonium bromide ( or benzyltriethylammonium chloride) 1 g. Stir for half an hour.

[0045] Install air guide tube and constant pressure dropping funnel, fill 60 grams of 30% sodium hydroxide in the funnel, temperature in the stirring bottle is 30-40 ℃, pass into chlorine gas, tail gas export and absorb with sodium hydroxide. Sodium hydroxide is added dropwise for 3-6 hours, the rate of chlorine flow is synchronized with the rate of dripping sodium hydroxide, and the pH is controlled at 8-10.

[0046] Af...

Embodiment 3

[0049] Add 200 grams of DMF to a 500 ml flask, add 70 grams of anhydrous potassium carbonate, 50 grams of o-hydroxyphenethyl ether, and 100 grams of bromodecane respectively, stir and heat up to 70±5°C, and the reaction and heat preservation take 4 to 8 hours.

[0050] Distill under reduced pressure (-0.09MPa, less than 90°C) until the material in the bottle is viscous, add 150 grams of water and 5 grams of potassium bromide, adjust the pH to 9-10 with 30% sodium hydroxide, add tetrabutylammonium bromide ( or benzyltriethylammonium chloride) 1 g. Stir for half an hour.

[0051] Install air guide tube and constant pressure dropping funnel, fill 60 grams of 30% sodium hydroxide in the funnel, temperature in the stirring bottle is 30-40 ℃, pass into chlorine gas, tail gas export and absorb with sodium hydroxide. Sodium hydroxide is added dropwise for 3-6 hours, the rate of chlorine flow is synchronized with the rate of dripping sodium hydroxide, and the pH is controlled at 8-10....

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 discloses a synthetic method of 3-ethoxy-4-decoxyaniline as an intermediate of decoquinate. The synthetic method comprises the following step of by taking 2-ethoxyphenol as a raw material, performing decyl alkylation and bromination as well as hydrolysis with condensation with phthalimide potassium to obtain the 3-ethoxy-4-decoxyaniline. A route of the synthetic method does not needhigh-risk process, and is high in yield and purity of a product.

Description

technical field [0001] The invention relates to the field of chemical synthesis, in particular to a method for synthesizing 3-ethoxy-4-decyloxyaniline, a decoquinate intermediate. Background technique [0002] Decoxyquinate is a new type of quinolone high-efficiency anticoccidial drug for livestock and poultry, commonly known as decoquinate, ethoxyquinate, decoquinate, decoquinate, benzyloxyquinate, the original drug is Off-white or yellowish crystalline powder, very slightly soluble in chloroform or ether, insoluble in water or ethanol, has unique anticoccidial activity, and the anticoccidial activity is stronger than maduramicin ammonium, nicarbazine+ Ethoxycarbabate, methyl salinomycin, studies have shown that decoquinate can effectively defeat the drug resistance of coccidia, and it is clinically used to prevent and treat Eimeria tenella (E. tenella), which is the most harmful to poultry. ), E.maxima, E.acerVulina, E.necatrix, E.brunetti ), poultry coccidiosis caused b...

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): C07C41/16C07C43/205C07C41/22C07C43/225C07D209/48C07C213/02C07C217/84
CPCC07C41/16C07C41/22C07C213/02C07D209/48C07C43/2055C07C43/225C07C217/84
Inventor 凌青云毕亚铃蒋忠良
Owner JIANGSU LINGYUN PHARMA