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Preparation method of serinol

A technology for serinol and propylene glycol sodium salt, which is applied in the field of preparing serinol by reduction reaction, can solve the problems of large investment and high pressure in industrialized production equipment, and achieve the effects of avoiding high-pressure catalytic hydrogenation, easy operation and high product purity

Inactive Publication Date: 2008-08-06
JIANGSU INST OF NUCLEAR MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Patent US6509504 uses Ru / Al 2 o 3 , Pd / Al 2 o 3 Serinol is produced by catalytic hydrogenation of 2-nitro-1,3-propanediol sodium salt as a catalyst. Although the yield of serinol has increased, the reaction uses extremely high pressure, and the investment in industrial production equipment is large, so The synthesis method provided by this patent needs to be improved

Method used

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  • Preparation method of serinol

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Experimental program
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Effect test

Embodiment 1

[0017] Add 150mL of water and 20g of 2-nitro-1,3-propanediol sodium salt into a 250mL three-necked flask, adjust the pH value to 5-7 with concentrated sulfuric acid, add 0.1g of 10% palladium / carbon catalyst, and raise the internal temperature to 85°C , 12.2 mL of 80% hydrazine hydrate was added dropwise under stirring, and stirring was continued for 2 hours after the addition, and filtered, and the yield of serinol was 95.8%.

Embodiment 2

[0019] The reaction medium is ethanol, the reaction temperature is 75° C., the other conditions are the same as in Example 1, and the yield of serinol is 85.6%.

Embodiment 3

[0021] The reaction medium is methanol, the reaction temperature is 50° C., the other conditions are the same as in Example 1, and the yield of serinol is 45.3%.

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Abstract

The present invention relates to a preparation method of serinol, belonging to the field of serinol preparation technology by using reduction reaction. Said serinol is an important intermediate body for preparing nonionic X-ray contrast agent iopamidol. Said invention uses 2-nitro-1,3-propanediol sodium salt as raw material, uses hydrazine hydrate as reducing agent and uses palladium / carbon as catalyst to prepare serinol at normal pressure.

Description

technical field [0001] The invention discloses a method for preparing serinol, which belongs to the technical field of preparation of serinol by reduction reaction. It involves the reduction of 2-nitro-1,3-propanediol sodium salt to serinol (1,3-dihydroxy-2-propanamine) with hydrazine hydrate. Background technique [0002] Serinol is an important pharmaceutical intermediate, mainly used in the preparation of non-ionic X-ray contrast agent iopamidol. Patent DE2742981 discloses a preparation method of serinol, which uses 2-nitro-1,3-propanediol sodium salt as raw material to carry out catalytic hydrogenation reaction in buffer solution, the catalyst used cannot be reused, and the ideal conditions The lower yield is only 30%-50%. The patent US4448999 uses 2-nitro-1,3-propanediol sodium salt as a raw material, and the catalytic hydrogenation reaction solvent is methanol. Although the yield of serinol has increased, it is only 74%. Patent US6509504 uses Ru / Al 2 o 3 , Pd / Al ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C215/10C07C213/02
Inventor 谢敏浩吴军何拥军邹霈刘娅灵罗世能王洪勇
Owner JIANGSU INST OF NUCLEAR MEDICINE
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