CN1113861C - Process for synthesizing alkoxyamino hydrochloride - Google Patents
Process for synthesizing alkoxyamino hydrochloride Download PDFInfo
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- CN1113861C CN1113861C CN 00135821 CN00135821A CN1113861C CN 1113861 C CN1113861 C CN 1113861C CN 00135821 CN00135821 CN 00135821 CN 00135821 A CN00135821 A CN 00135821A CN 1113861 C CN1113861 C CN 1113861C
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Abstract
The present invention relates to a method for synthesizing alkoxyamino hydrochloride. Sodium nitrite and sodium bisulfite water solution are mixed, sulfur dioxide is accessed, alkylation is carried out on obtained salt by using alkylogen, and a coarse product is obtained. Sodium hydroxide is used for mixing, and the coarse product is distilled. Compared with other methods, the present invention has the following characteristics of small reactive steps, simple operation, high product purity and high yields, and cost is decreased by 50%.
Description
Affiliated technical field
The present invention relates to the synthetic method of alkoxyamino hydrochloride.
Background technology
Alkoxyamino hydrochloride is a kind of common drug intermediate, and demand is bigger.Bibliographical information has two synthetic routes: one is Ber.53,1477 (1920); Izv.Vysshikh Uchebn.Zavedenii, Khim i KhimTekhnol.6 (1) 78-82 (1963):
Another is: Angew.Chem.68.303 (1956):
Article one, the route cost of material is somewhat expensive, and reactions steps is many, complex process, and yield is low.
The second route, severe reaction conditions needs to carry out under the condition such as anhydrous, implements in industrial being difficult to.
Summary of the invention
The purpose of this invention is to provide a kind of synthetic method of new alkoxyamino hydrochloride, it is the improvement of having done novelty on the basis of article one route, utilizes the comparatively cheap raw material of price; Experimental procedure changed for three steps into by original four steps, had saved steps such as filtration.Technology is simple, and is easy and simple to handle, good product purity, yield height.Cost reduces about 50% than original method, for suitability for industrialized production lays the foundation.
Concrete reactions steps of the present invention is as follows:
(1) with the aqueous solution and the sodium bisulfite reaction of Sodium Nitrite, mol ratio 1: 2.2-10 reacted 2-3 hour at normal temperatures; In this solution, feed sulfur dioxide gas, obtain the nitrogen sodium salt of-sulfinic acid.
(2) in this solution, add sulfuric acid diol ester or haloalkane mol ratio 1: 1-4, reacted 1 hour down, carry out alkylated reaction (general formula R ONH at 70-100 ℃
2HCl, R are methyl, ethyl or propyl group).
(3) added the concentrated hydrochloric acid reflux 4-8 hour, be hydrolyzed.Products therefrom adds alkali, steams product, absorbs with aqueous hydrochloric acid, gets product.
The present invention compares with other method has following characteristics: reactions steps is few, and is easy and simple to handle, good product purity, yield height.Cost reduces about 50% than other method.
Embodiment
Example 1: 10 gram sodium nitrite in aqueous solution are joined in the aqueous solution of 20 sodium bisulfites that restrain, feed sulfurous gas again, at room temperature reacted about one hour.Add methyl-sulfate 7.1ml, reacted one hour down at 70 ℃.Add concentrated hydrochloric acid, refluxed 6 hours, get thick product.Add 30 gram sodium hydroxide, steam product, absorb, steam moisture content, get the finished product with hydrochloric acid.About 9 grams, yield 80%.
Example 2: 20 gram sodium nitrite in aqueous solution are joined in the aqueous solution of 40 sodium bisulfites that restrain, feed sulfurous gas again, at room temperature reacted about one hour.Add iodoethane, reacted one hour down at 70 ℃.Add concentrated hydrochloric acid, refluxed 6 hours, get thick product.Add 30 gram sodium hydroxide, steam product, absorb, steam moisture content, get the finished product with hydrochloric acid.Yield 82%.
Claims (1)
1. the synthetic method of an alkoxyamino hydrochloride, general formula R ONH
2HCl, R is methyl, ethyl or propyl group, it is characterized in that it comprises following reactions steps:
(1) with the aqueous solution and the sodium bisulfite reaction of Sodium Nitrite, mol ratio 1: 2.2-10 reacted 2-3 hour at normal temperatures; In this solution, feed sulfur dioxide gas, obtain the nitrogen sodium salt of-sulfinic acid;
(2) add sulfuric acid diol ester or haloalkane in this solution, mol ratio 1: 1-4 reacted 1 hour down at 70-100 ℃, carried out alkylated reaction;
(3) added the concentrated hydrochloric acid reflux 4-8 hour, be hydrolyzed, products therefrom adds alkali, steams product, absorbs with aqueous hydrochloric acid, gets product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 00135821 CN1113861C (en) | 2000-12-22 | 2000-12-22 | Process for synthesizing alkoxyamino hydrochloride |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 00135821 CN1113861C (en) | 2000-12-22 | 2000-12-22 | Process for synthesizing alkoxyamino hydrochloride |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1298870A CN1298870A (en) | 2001-06-13 |
| CN1113861C true CN1113861C (en) | 2003-07-09 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 00135821 Expired - Fee Related CN1113861C (en) | 2000-12-22 | 2000-12-22 | Process for synthesizing alkoxyamino hydrochloride |
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| CN (1) | CN1113861C (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105330564A (en) * | 2015-11-20 | 2016-02-17 | 浙江华方药业股份有限公司 | Preparation method of methoxyamine hydrochloride |
| CN108218740A (en) * | 2017-12-22 | 2018-06-29 | 中山市小榄企业服务有限公司 | A kind of synthetic method of N- alkoxyamines |
| CN109160908A (en) * | 2018-10-30 | 2019-01-08 | 四平市精细化学品有限公司 | A kind of synthetic method of 2- methoxy imino -2- furans acetic acid |
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2000
- 2000-12-22 CN CN 00135821 patent/CN1113861C/en not_active Expired - Fee Related
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| Publication number | Publication date |
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| CN1298870A (en) | 2001-06-13 |
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