- Preparation method and application of iopromide intermediate (by machine translation)
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The invention relates to a preparation method of an iopromide intermediate and an application thereof in preparation of iopromide. The method comprises the following steps: compound VI compound is subjected to reduction reaction under the action of Raney nickel/hydrazine hydrate to obtain the compound V compound. The reaction is carried out under normal pressure, the operation is simple and safe, the generated intermediate impurities are less, and the reaction is more suitable for industrial production. The method is used for preparing iopromide, can avoid the generation of a diacylated by-product, can effectively reduce the generation of by-products in the preparation process, can be easily separated and purified, and can obtain high-purity iopromide with high yield. (by machine translation)
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- Preparation method of iopromide
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The invention belongs to the technical field of chemical synthesis, and particularly relates to a preparation method of iopromide. The method comprises the following steps: (1) chloridizing 5-methylaminoisophthalic acid monomethyl ester as shown in a formula II and used as a raw material to obtain 3-amino-5-chloroformylbenzoate as shown in a formula III; (2) enabling reaction between the compoundas shown in the formula III and methoxyacetyl chloride to obtain 3-chloroformyl 5-[methoxyacetyl)amino)]-methyl benzoate as shown in a formula IV; (3) enabling reaction between the compound as shown in the formula IV and 3-aminopropanediol to obtain 3-[(2,3-dihydroxypropylaminoformyl)-5-[(methoxyacetyl)amino]-methyl benzoate as shown in a formula V; (4) enabling reaction between the compound as shown in the formula V and 3-methylamino propanediol to obtain N,N'-di(2,3-dihydroxyl)-5-[(methoxyacetyl)amino)]-N-methyl-1,3-phthalamide as shown in a formula VI; and (5) enabling reaction between thecompound as shown in the formula VI and NaICl2 to obtain the iopromide. The preparation method of the iopromide provided by the invention is low in production cost, high in reproducibility and high inyield.
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- Preparation methods of iopromide and intermediate of iopromide
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The application of the invention relates to preparation methods of iopromide and an intermediate of the iopromide. The method specifically comprises the following steps: conducting a reduction reaction, an iodination reaction and an acylation reaction on a compound shown in the formula VI to prepare a compound shown in the formula III, and further preparing to obtain the iopromide. The method notonly avoids the generation of double acylation byproducts, but also effectively reduces the generation of byproducts in the preparation process, the intermediate is easy to separate and purify, and ahigh-purity product is obtained at a relatively high yield.
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- 5 - Amino - 2, 4, 6 - damaged by phthalic acid derivatives and its salt, hydrate or solvate
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The invention relates to a 5-amino-2,4,6-triiodo m-phthalic acid derivative as shown in the general formula I and salt, hydrate or solvate thereof, wherein substituent groups R1, R2, R3 and R4 are as defined in the specification. The invention also relates to a compound as shown in the general formula I and also relates to an application of the compound and its salt, hydrate or solvate in the preparation of iopromide.
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Paragraph 0074; 0124; 0125
(2018/12/13)
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- The new method of preparing [...] (by machine translation)
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The invention relates to a preparation method of iopromide. 5-methoxylacetamido-2,4,6-triiodo m-phthalic acid[(2-oxo-1,3-dioxolame-4-yl)methyl]amido chloride (Formula V) and 5-methoxylacetamido-2,4,6-triiodo m-phthalic acid{[(2-oxo-1,3-dioxolame-4-yl)methyl]-(2,3-dyhydroxyl-N-methyl propyl)}diamide (Formula VI) are introduced to be used as intermediates. Even if there is no additional purification step, a bismer by-product generated during the reaction also can be removed by introduction of the intermediates and high-purity iopromide can be prepared at high yield.
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- The new method of preparing [...]
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The present invention relates to iopromide preparation methods, and provides three new iopromide preparation methods, wherein the method 1 comprises that a compound represented by a formula II is adopted as a starting raw material and reacts with allylamine to obtain a compound represented by a formula III, the compound represented by the formula III reacts with N-methyl allylamine to obtain a compound represented by a formula IV, the compound represented by the formula IV reacts with methoxyacetyl chloride to obtain a compound represented by a formula V, and the compound represented by the formula V is oxidized to obtain the iopromide represented by a formula I, the method 2 comprises that the compound represented by the formula II is adopted as a starting raw material and reacts with allylamine to obtain the compound represented by the formula III, the compound represented by the formula III reacts with methoxyacetyl chloride to obtain a compound represented by a formula IV-1, the compound represented by the formula IV-1 reacts with N-methyl allylamine to obtain the compound represented by the formula V, and the compound represented by the formula V is oxidized to obtain the iopromide represented by the formula I, the method 3 comprises that the compound represented by the formula II is adopted as a starting raw material and reacts with allylamine to obtain the compound represented by the formula III, the compound represented by the formula III reacts with methoxyacetyl chloride to obtain the compound represented by the formula IV-1, the compound represented by the formula IV-1 reacts with 3-methylamino-1,2-propanediol to obtain a compound represented by a formula V-1, and the compound represented by the formula V-1 is oxidized to obtain the iopromide represented by the formula I, and the method 4 comprises that the compound represented by the formula II is adopted as a starting raw material and reacts with methoxyacetyl chloride obtain a compound represented by a formula III-1, the compound represented by the formula III-1 reacts with allylamine to obtain the compound represented by the formula IV-1, the compound represented by the formula IV-1 reacts with N-methyl allylamine to obtain the compound represented by the formula V, and the compound represented by the formula V is oxidized to obtain the iopromide represented by the formula I.
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- A method for preparing [...]
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The present invention relates to an X-ray contrast agent iopromide preparation method. According to the method, 3-methoxy acetyl-5-(2,3-dihydroxy-N-methyl-n-propyl-carbamoyl)-2,4,6-triiodobenzoic acid (4) is introduced as an intermediate, the used raw material is cheap and easy to obtain, the experiment operation is relatively simple, the reaction condition is mild, and the product purity is qualified.
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Paragraph 0025; 0048; 0049
(2018/12/13)
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- Preparation method and intermediates of iopromide
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The present invention relates to a preparation method and intermediates of iopromide. The method specifically comprises: adopting a compound represented by a formula VIII as a starting raw material, and sequentially carrying out an acylation reaction, a further acylation reation, a bislactonization reaction, a reduction reaction, an iodination reaction, a re-acylation reaction and a final hydrolysis reaction to obtain the iopromide represented by a formula I, wherein a compound represented by a formula III and a compound represented by a formula V are introduced as the intermediates so as to avoid the generation of the bismer by-product, the bislactonization of the compound represented by the formula V is complete, the di-lactone ring is not easily subjected to ring opening removing during the iodination reaction process, and the introduced intermediates are easy to separate and purify, such that the high-purity iopromide can be prepared in the high-yield manner.
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- Preparation method and intermediates of iopromide
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The present invention relates to a preparation method and intermediates of iopromide. The method specifically comprises: adopting a compound represented by a formula II as a starting raw material, and sequentially carrying out an acylation reaction, a lactonization reaction, a further acylation reaction, a reduction reaction, an iodination reaction, a re-acylation reaction and a final hydrolysis reaction to obtain the iopromide represented by a formula I, wherein a compound represented by a formula VII and a compound represented by a formula V are introduced as the intermediates so as to avoid the generation of the bismer by-product, the lactone ring is not easily subjected to ring opening removing during the iodination reaction process, and the introduced intermediates are easy to separate and purify, such that the high-purity iopromide can be prepared in the high-yield manner.
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- Preparation method of Iopromide and application of an intermediate thereof
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The invention relates to the field of iopromide. In order to solve the technical problems of the prior art that methods of preparing Iopromide are high purification difficulty, has complex steps and causes environmental pollution, the invention provides a preparation method of Iopromide and application of its intermediate; the preparation method comprises the steps of a, protecting by methoxy acetic anhydride, to be specific, a compound of formula (10) is allowed to react with methoxy acetic anhydride to obtain a compound of formula (II); b, allowing the compound of formula (10) to react with 3-methylamino-1,2-propanediol, hydrolyzing the product, and purifying to obtain Iopromide at a compound of formula (12); c, allowing the compound of step (12) to react with an iodization reagent to obtain iopromide of step (1); application of iopromide prepared via the compound of formula (10), (11) or (12) is also provided. The preparation method of iopromide has decreased environmental pollution and short reaction time, save energy and decrease energy composition; the post-treatment is simple, so that the cost is saved and the reaction is more environmentally efficiency and lower in cost.
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Paragraph 0058; 0062; 0066; 0070; 0075; 0080; 0085; 0090; 00
(2017/10/28)
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- Preparation method of iopromide
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The invention belongs to the technical field of chemical synthesis, and particularly relates to a preparation method of iopromide. The method comprises the steps that 5-amino-2,4,6-triiodo isophthalic acid is adopted as a raw material to obtain diester to react with methoxyacetyl chloride, and the product is subjected to an ester ammonolysis reaction with side-chain 3-amino propylene glycol and 3-methylamino propylene glycol respectively to obtain iopromide. The preparation method of the iopromide, a catalyst and a by-product methyl alcohol can be removed only through solvent crystallization, green production can be achieved, no industrial wastewater or waste gases or residues exist, and the preparation method is particularly suitable for preparing iopromide in industrial mass production.
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Paragraph 0059; 0060
(2017/07/20)
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- A new method for synthesizing iodine proletariat amine
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The invention discloses a novel synthesis method for iopromide. The novel synthesis method comprises the following steps of 1, enabling methoxyacetic acid to react with triphosgene to obtain a reaction product, and then, enabling the reaction production to be directly subjected to one-pot reaction with 5-amino-2, 4, 6-triiodo-isophthalicacyl chloride to prepare a compound 5-[(2-methoxyl) acetamido]-2, 4, 6-triiodo-isophthalicacyl chloride as shown in the formula (II); 2, condensing the compound as shown in the formula (II) and N-methyl-2, 3-dihydroxyl propylamine under the action of a solid catalyst ZrO2-Cr2O3 to obtain a compound 5-[(2-methoxyl) acetamido]-3-(2, 3-dihydroxyl-N-methylpropylaminoformoxyl)-2, 4, 6-triiodo-benzoyl chloride as shown in the formula (III); 3, condensing the compound as shown in the formula (III) and 2, 3-dihydroxylpropylamine under the action of a catalyst to prepare a compound iopromide as shown in the formula (I). The synthesis method for iopromide, disclosed by the invention, is few in byproduct, easy to control the product quality, high in product purity, cheap and easily-obtained in used reagent, few in step, simple in operation, relatively high in total yield and suitable for industrial production, and provides a novel approach for preparing iopromide.
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Paragraph 0029; 0030
(2018/02/03)
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- NOVEL PROCESS FOR PREPARATION OF IOPROMIDE
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The present invention relates to a novel process for preparing iopromide which is used as a contrast agent for X-ray, wherein 5-methoxyacetylamino-2,4,6-triiodoisophthalic acid (2,3-diacetoxypropyl)amide chloride of formula (19) and 5-methoxyacetylamino-2,4,6-triiodoisophthalic acid [(2,3-dihydroxy-N-methylpropyl)-(2,3-diacetoxypropyl)]diamide of formula (20) are introduced as intermediates, by which a bismer by-product generated during the preparation process can be removed even without an additional removal procedure and thus iopromide with high purity can be prepared in high yield.
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Page/Page column 6
(2011/02/26)
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- NOVEL PROCESS FOR PREPARATION OF IOPROMIDE
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The present invention relates to a novel process for preparing iopromide which is used as a contrast agent for X-ray, wherein 5-methoxyacetylamino-2,4,6-triiodoisophthalic acid (2,3-diacetoxypropyl)amide chloride of formula (19) and 5-methoxyacetylamino-2,4,6-triiodoisophthalic acid [(2,3-dihydroxy-N-methylpropyl)-(2,3-diacetoxypropyl)]diamide of formula (20) are introduced as intermediates, by which a bismer by-product generated during the preparation process can be removed even without an additional removal procedure and thus iopromide with high purity can be prepared in high yield.
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Page/Page column 11 - 12
(2009/12/05)
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- Novel triiodinated isophthalic acid diamides as nonionic X-ray contrast media
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New triiodinated isophthalic acid diamides of the formula STR1 wherein the amide residues --CO--N.R1 R2 and --CO--N.R3 R4 are different from each other and R1 is hydrogen or C1-6 alkyl, R2 is mono- or polyhydroxyalkyl, R3 is hydrogen or C1-6 alkyl, R4 is mono- or polyhydroxylalkyl, R5 is C1-6 alkyl or mono- or polyhydroxy-C1-6 -alkyl or C1-3 -alkoxy-C1-3 -alkyl, and R6 is hydrogen, C1-6 alkyl or mono- or polyhydroxyalkyl provide superior nonionic X-ray contrast media.
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