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Novel method for synthesizing dyclonine hydrochloride

A technology of dyclonine hydrochloride and its synthesis method, which is applied in the direction of organic chemistry to achieve the effect of improving product yield, facilitating industrial production, and good quality

Active Publication Date: 2011-05-25
YANGTZE RIVER PHARM GRP CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The present invention designs a new synthesis method of dyclonine hydrochloride, which overcomes the deficiencies in the prior art and achieves simple operation, low cost, less pollution and high yield, which can meet the requirements of pharmaceutical and chemical industries. growing demand

Method used

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  • Novel method for synthesizing dyclonine hydrochloride
  • Novel method for synthesizing dyclonine hydrochloride
  • Novel method for synthesizing dyclonine hydrochloride

Examples

Experimental program
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Effect test

Embodiment 1

[0049] (1) Synthesis of phenbutyl ether

[0050] Add 48Kg (510mol) of phenol and 84Kg of 30% sodium hydroxide solution into 45Kg of water, add 80Kg of bromobutane (584mol), react at 80°C for 10 hours, let the water layer stand, and wash the oil layer with water until neutral After vacuum distillation, 65.7Kg of phenbutyl ether was obtained with a yield of 85.8% and a content of 98.3%.

[0051] (2) Synthesis of p-butoxyacetophenone

[0052] Add 54Kg (360mol) of phenbutyl ether and 3.6Kg of zinc chloride (28mol) into 54Kg (529mol) of acetic anhydride, reflux for 4 hours, wash with water and sodium carbonate solution, then wash with salt water until neutral, and depressurize After distillation, 58.7Kg of p-butoxyacetophenone was obtained, the yield was 84.9%, and the content was 98.1%.

[0053] (3) Synthesis of Dyclonine Hydrochloride

[0054] Add 40Kg (208mol) p-butoxyacetophenone and 25.6Kg (210mol) piperidine hydrochloride into absolute ethanol, stir, then add 12Kg paraform...

Embodiment 2

[0056] In step (1), the reaction temperature is 100°C, and the weight of phenbutyl ether obtained is 66.3Kg, and the yield is 86.6%. Other steps are with embodiment 1.

Embodiment 3

[0058] In step (1), 45Kg of phenol and 67.5Kg of water were added (the weight ratio was 1:1.5), to obtain 66.7Kg of phenbutyl ether with a yield of 87.0%. Other steps are with embodiment 1.

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Abstract

The invention discloses a novel method for synthesizing dyclonine hydrochloride, which uses phenol as a starting material and produces the dyclonine hydrochloride by etherification, acetylation and condensation reaction. The method has the advantages of readily-available raw materials, mild reaction conditions, convenient operation, high yield, good product quality and low cost.

Description

technical field [0001] The invention relates to the technical field of drug synthesis, in particular to a novel synthesis method of dyclonine hydrochloride. Background technique [0002] The chemical name of dyclonine hydrochloride is 4-butoxy-β-piperidinylpropiophenone hydrochloride, and its structural formula is: [0003] [0004] As a local anesthetic, dyclonine hydrochloride can block the conduction of various nerve impulses or stimuli, inhibit the sense of touch, pressure and pain, and has analgesic, antipruritic and bactericidal effects on the skin. Dyclonine hydrochloride has strong penetrating power and can be absorbed through the skin and mucous membranes. Its effect is rapid and long-lasting, and its strength and maintenance time are similar to those of procaine. Commonly used clinical dosage forms include ointment, solution and mouthwash. [0005] Babu, B.Ramesh reports a kind of route of synthesizing dyclonine hydrochloride in Indian patent IN172270A (disclo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D295/108
Inventor 孙田江陆宏国周斌吴沉陈敏顾孝红
Owner YANGTZE RIVER PHARM GRP CO LTD
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