CN109879787A - Iodo acetylthiocholine, preparation method and its application - Google Patents
Iodo acetylthiocholine, preparation method and its application Download PDFInfo
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- CN109879787A CN109879787A CN201910021515.2A CN201910021515A CN109879787A CN 109879787 A CN109879787 A CN 109879787A CN 201910021515 A CN201910021515 A CN 201910021515A CN 109879787 A CN109879787 A CN 109879787A
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Abstract
The present invention provides a kind of iodo acetylthiocholine and preparation method thereof, and preparation method includes the following steps: step S1, provides dimethylaminoethane class compound and is dissolved in alkaline aqueous solution obtained in alkali；Thioacetic acid class compound is added in step S2, Xiang Suoshu alkaline aqueous solution, so that thio reaction occurs with the dimethylamino Class B compound in it, generates dimethylaminoethyl thioacetic acid；Step S3 separates the dimethylaminoethyl thioacetic acid, configures its organic solution；Organic iodide is added dropwise in the organic solution of step S4, Xiang Suoshu dimethylaminoethyl thioacetic acid, iodide reaction occurs, generates the iodo acetylthiocholine.Preparation method according to an embodiment of the present invention can obtain the iodo acetylthiocholine of high-purity, and it is all very excellent that product either titrates each side's face datas such as content or fusing point, clarity.And this method is easy to operate, safety is good, is suitble to industrialized production, while raw material is easy to get, cost is relatively low.
Description
Technical field
The invention belongs to the synthesis of the pharmaceutical chemistry of organic chemistry filed, and in particular to iodo acetylthiocholine, its preparation
Method and its application.
Background technique
Food safety has become the hot issue of current social.The pesticide residue of serious excess can cause in acute
Poison, accumulation delay for a long time can also cause many chronic diseases to slighter remains of pesticide in human body.Therefore, how easy, fast
Speed accurately detects Organophosphorus and carbamate pesticides pesticide residue in fruits and vegetables, just seems especially important.Acetyl gallbladder
Alkali esterase (AChE) can selectively catalysis substrate hydrolyze, and its catalytic activity can be by organic phosphorus or carbamates agriculture
Medicine is inhibited.It is passed using the biology that this characteristic can be made into quickly measurement organophosphorus pesticide content, substrate content and enzymatic activity etc.
Sensor.
Iodo acetylthiocholine uses the double nitrobenzoic acids (DTNB) of two sulphur for color developing agent, forms 5- sulfydryl -2- nitre
Yl benzoic acid (yellow compound) carries out colorimetric assay thereafter according to the depth of color, calculates the suppressed processing procedure of enzyme acetylcholine
Degree can determine rapidly pesticide residue toxicity level.
Current existing iodo acetylthiocholine synthetic route has following several:
Renshaw(Journal of the American Chemical Society,1938,vol.60, p.1765-
1766) 2- dimethylamino ethyl mercaptan and excess acetyl chloride are used, intermediate dimethylaminoethyl thioacetic acid, then and iodine are generated
Methane reaction generates iodo acetylthiocholine, shown in specific reaction process such as following formula (1).
However, raw material 2- dimethylamino ethyl mercaptan used in this method, expensive, and smell is very big, effect on environment
Greatly.
In addition, Hansen (Acta Chemica Scandinavica (1947-1973), 1957, vol.11, p.537-
538) above method is slightly improved, using 2- dimethylamino ethyl mercaptan and acetic anhydride, generates intermediate dimethylamino second
Base thioacetic acid, shown in specific reaction process such as following formula (2).
However, this method still remains the problem same with Renshaw technique.
In addition, Iwin (Zhurnal Obshchei Khimii, 1952, vol.22, p.267) use thiirane and second
Acyl iodides elder generation synthetic intermediate 2- acetylthio iodoethane, then reacted with trimethylamine, iodo acetylthiocholine is obtained, it is specific anti-
It answers shown in process such as following formula (3).
However, not only raw material is not easy to obtain this route, but also raw material itself is also very unstable, and obtained intermediate carries out again
The condition of addition reaction is harsh, and yield is low, is unfavorable for industrialized production.
Summary of the invention
In view of this, the present invention provide it is a kind of it is easy to operate, safety is good, raw material is easy to get, at low cost and obtained production
The preparation method of its iodo acetylthiocholine haveing excellent performance of product.
The present invention also provides a kind of iodo acetylthiocholines.
Further, the application the present invention also provides iodo acetylthiocholine as the substrate of enzyme inhibition.
In order to solve the above technical problems, the invention adopts the following technical scheme:
The preparation method of the iodo acetylthiocholine of embodiment according to a first aspect of the present invention, which is characterized in that including
Following steps:
Step S1 provides dimethylaminoethane class compound and is dissolved in alkaline aqueous solution obtained in alkali；
Thioacetic acid class compound is added in step S2, Xiang Suoshu alkaline aqueous solution, so that itself and the dimethylamino second
Thio reaction occurs for class compound, generates dimethylaminoethyl thioacetic acid；
Step S3 separates the dimethylaminoethyl thioacetic acid, configures its organic solution；
Organic iodide is added dropwise in the organic solution of step S4, Xiang Suoshu dimethylaminoethyl thioacetic acid, iodine occurs
Generation reaction, generates the iodo acetylthiocholine.
Optionally, which can also include the following steps:
Step S5 is filtered after reaction, and filter cake is cleaned with tetrahydrofuran, hereafter, (optional with alcohol compound
Ground, be methanol, ethyl alcohol, propyl alcohol, isopropanol, or mixtures thereof, it is preferable that be ethyl alcohol or isopropanol.) recrystallized and taken out
Filter, dry, the iodo acetylthiocholine refined.
According to some embodiments of the present invention, in the step S1, the dimethylaminoethane class compound includes diformazan
Aminoethane, dimethylamino chloroethanes, dimethylamino bromoethane, or mixtures thereof, the alkali be sodium carbonate, potassium carbonate, carbonic acid
Hydrogen sodium, saleratus, sodium hydroxide, potassium hydroxide, or mixtures thereof.
According to some embodiments of the present invention, in the step S2, the thioacetic acid class compound includes thio second
Acid, thioacetic acid potassium, sodium thioglycolate, or mixtures thereof, the thioacetic acid class compound and the dimethylaminoethane class
The molar ratio of compound is 1:1~1:2.
Optionally, in the step S2, the alkaline aqueous solution is cooled to 5-10 DEG C, is added thereto described thio
4-8h is stirred at room temperature after charging in phenylacetic acid compound, to generate the dimethylaminoethyl thioacetic acid.
According to some embodiments of the present invention, the step S3 includes: to extract the dimethylaminoethyl thioacetic acid simultaneously
It cleans, hereafter with its tetrahydrofuran solution of configuration.
According to some embodiments of the present invention, in the step S4, the organic iodide includes: iodomethane, iodine second
Alkane, iodopropane, allyl iodide, or mixtures thereof, and the organic iodide and the dimethylaminoethane class compound rub
You are than being 1:1~1:2.
Optionally, in the step S4, the tetrahydrofuran solution of the dimethylaminoethyl thioacetic acid is controlled in temperature
At 15-25 DEG C of degree, the organic iodide is added thereto, after completion of dropwise addition, reacts 2-3h at room temperature.
The iodo acetylthiocholine of embodiment according to a second aspect of the present invention is preparation side described in any of the above embodiments
Method is prepared.
According to a third aspect of the present invention, answering using iodo acetylthiocholine as the substrate of enzyme inhibition is additionally provided
With.
The present invention one of at least has the advantages that:
The iodo that the preparation method of iodo acetylthiocholine according to an embodiment of the present invention can obtain high-purity is thio
Acetylcholine, it is all very excellent that product either titrates each side's face datas such as content or fusing point, clarity.And this method is grasped
Make simply, safety is good, is suitble to industrialized production, while raw material is easy to get, cost is relatively low.
Specific embodiment
In order to make the object, technical scheme and advantages of the embodiment of the invention clearer, below to the skill of the embodiment of the present invention
Art scheme is clearly and completely described.Obviously, described embodiment is a part of the embodiments of the present invention, rather than complete
The embodiment in portion.Based on described the embodiment of the present invention, those of ordinary skill in the art's every other implementation obtained
Example, shall fall within the protection scope of the present invention.
In conjunction with following specific embodiments, the present invention is described in further detail.Implement process of the invention, condition,
Experimental method etc. is among the general principles and common general knowledge in the art in addition to what is specifically mentioned below, and the present invention does not have
There is especially limitation content.
In the following, describing the preparation method of iodo acetylthiocholine according to an embodiment of the present invention first.
The preparation method of iodo acetylthiocholine according to an embodiment of the present invention, includes the following steps:
Step S1 provides dimethylaminoethane class compound and is dissolved in alkaline aqueous solution obtained in alkali.
Wherein, the dimethylaminoethane class compound refers to dimethylaminoethane and its derivative, specifically, can wrap
Include dimethylaminoethane, dimethylamino chloroethanes, dimethylamino bromoethane, or mixtures thereof, wherein preferably dimethylamino
Bromoethane.
The alkali is not particularly limited, such as can be organic base or inorganic base, preferably inorganic base, such as sodium carbonate,
Potassium carbonate, sodium bicarbonate, saleratus, sodium hydroxide, potassium hydroxide, or mixtures thereof.
Thioacetic acid class compound is added in step S2, Xiang Suoshu alkaline aqueous solution, so that itself and the dimethylamino second
Thio reaction occurs for class compound, generates dimethylaminoethyl thioacetic acid.
The thioacetic acid class compound refers to thioacetic acid and its salt, and specifically, it is preferable to be thioacetic acid, thioacetic acid
Potassium, sodium thioglycolate, or mixtures thereof, wherein preferably thioacetic acid potassium.
In addition, the molar ratio of the thioacetic acid class compound and the dimethylaminoethane class compound is not special
Limitation, from the point of view of improving yield, reducing cost, preferably 1:1.5.
In this step, specifically, the alkaline aqueous solution can be cooled to 5-10 DEG C, be added thereto described thio
4-8h is stirred at room temperature after charging in phenylacetic acid compound, to generate the dimethylaminoethyl thioacetic acid.
By taking dimethylamino bromoethane, thioacetic acid potassium as an example, shown in reaction equation such as following formula (4).
Step S3 separates the dimethylaminoethyl thioacetic acid, configures its organic solution.
After the completion of reaction, the dimethylaminoethyl thioacetic acid can be separated, and configures its organic solution in case of under
One step uses.
It, can be using conventional extraction about isolated method.
About extraction, specifically, ethyl acetate is added after end of reaction into system, hereafter extracts liquid separation and will obtain
Organic phase it is dry with anhydrous magnesium sulfate, filter, obtain dimethylaminoethyl thioacetic acid after filtrate concentration.
Hereafter, its tetrahydrofuran solution can be configured for next step use.
Organic iodide is added dropwise in the organic solution of step S4, Xiang Suoshu dimethylaminoethyl thioacetic acid, iodine occurs
Generation reaction, generates the iodo acetylthiocholine.
The organic iodide include: iodomethane, iodoethane, iodopropane, allyl iodide, or mixtures thereof, wherein it is excellent
It is selected as iodomethane.
The molar ratio of the organic iodide and the dimethylaminoethane class compound is not particularly limited, but from mentioning
From the point of view of its high reaction yield, preferably 1:1.5.
In this step, the tetrahydrofuran solution of the dimethylaminoethyl thioacetic acid is controlled at 15-25 DEG C of temperature
Under, the organic iodide is added thereto, after completion of dropwise addition, reacts 2-3h at room temperature.
By taking used iodide are iodomethane as an example, shown in reaction process such as following formula (5).
In addition to the foregoing steps, preparation method of the invention can also include the following steps:
Step S5 is filtered after reaction, and filter cake is cleaned with tetrahydrofuran, hereafter, is carried out with alcohol compound
It recrystallizes and filters, dry, the iodo acetylthiocholine refined.
Wherein, the alcohol compound can for methanol, ethyl alcohol, propyl alcohol, isopropanol, or mixtures thereof, it is preferable that be
Ethyl alcohol or isopropanol.
According to above-mentioned preparation method, the iodo acetylthiocholine of high-purity can be obtained, product, which either titrates, to be contained
Each side's face data such as amount or fusing point, clarity is all very excellent.And this method is easy to operate, safety is good, is suitble to industry
Metaplasia produces, while raw material is easy to get, and cost is relatively low.
The iodo acetylthiocholine being prepared may be used as the novel substrate of nuisanceless fruits and vegetables detection technique, use
The double nitrobenzoic acids (DTNB) of two sulphur are color developing agent, are formed 5- sulfydryl -2- nitrobenzoic acid (yellow compound).According to color
The depth carry out colorimetric assay, the suppressed degree of enzyme acetylcholine is calculated, to determine that pesticide residue toxicity is horizontal rapidly.
In the following, the preparation method that present invention will be further described in detail through examples.
Embodiment 1:
It in 5L three-necked flask, weighs 121.6g potassium carbonate and is placed in bottle, 1.5L water is added, stir dissolved clarification, then add thereto
Enter 150.8g dimethylamino bromoethane hydrochloride, keeps it all free, obtain clear liquid.Ice salt bath is cooled to 5-10 DEG C, again into bottle
136.8g thioacetic acid potassium is added, charging finishes, and (25 DEG C) of room temperature are stirred 6 hours, during which system solid character and system face
Color can be by white to brown.
2L ethyl acetate is added into system for end of reaction, extracts liquid separation, and obtained organic phase is dry with anhydrous magnesium sulfate
It is dry, it filters, obtains intermediate dimethylaminoethyl thioacetic acid 130g after filtrate concentration.
In 2L three-necked flask, above-mentioned intermediate 130g and 1.3L tetrahydrofuran is added, temperature control maintains 20 DEG C or so Xiang Qi
A large amount of solids are precipitated rapidly in middle dropwise addition 144.6g iodomethane, system.It is added dropwise, maintains (25 DEG C) reaction 2-3hr of room temperature.
Reaction terminates, and filters, and filter cake is rinsed with tetrahydrofuran.
Wet solid directly uses 1L ethyl alcohol, and recrystallization, obtained yellowish product is filtered, and is dried in vacuo, and obtains 190g (drop
Determine content: 99.8%, two step total moles yields: 82.1%, fusing point: 206.8-209.1 DEG C).
Reaction product is subjected to nuclear magnetic resonance experiment and confirms product structure, data are as follows:
HNMR (400MHz, DMSO): δ 2.34 (m, 3H, CH3CO), δ 3.12-3.19 (s, 9H, NCH3), δ 3.20-3.24
(m,2H,CH2), δ 3.38-3.43 (m, 2H, CH2)。
Testing result and literature value coincide.
Embodiment 2:
It in 5L three-necked flask, weighs 17.6g sodium hydroxide and is placed in bottle, 1.5L water is added, stir dissolved clarification, then thereto
150.8g dimethylamino bromoethane hydrochloride is added, keeps it all free, obtains clear liquid.Ice salt bath is cooled to 5-10 DEG C, into bottle
136.8g thioacetic acid potassium is added, charging finishes, and (25 DEG C) of room temperature are stirred 6 hours, during which system solid character and system
Color can be by white to brown.
2L ethyl acetate is added into system for end of reaction, extracts liquid separation, and obtained organic phase is dry with anhydrous magnesium sulfate
It is dry, it filters, obtains intermediate dimethylaminoethyl thioacetic acid 120g after filtrate concentration.
In 2L three-necked flask, above-mentioned intermediate 120g and 1.2L tetrahydrofuran is added, temperature control maintains 20 DEG C or so Xiang Qi
A large amount of solids are precipitated rapidly in middle dropwise addition 133.5g iodomethane, system.It is added dropwise, maintains (25 DEG C) reaction 2-3hr of room temperature.
Reaction terminates, and filters, and filter cake is rinsed with tetrahydrofuran.
Wet solid directly uses 1L ethyl alcohol, and recrystallization, obtained yellowish product is filtered, and is dried in vacuo, and obtains 173g (drop
Determine content: 99.3%, two step total moles yields: 74.8%, fusing point: 205.3-207.5 DEG C).
Reaction product is subjected to nuclear magnetic resonance experiment and confirms product structure, data are as follows:
HNMR (400MHz, DMSO): δ 2.34 (m, 3H, CH3CO), δ 3.12-3.19 (s, 9H, NCH3), δ 3.20-3.24
(m,2H,CH2), δ 3.38-3.43 (m, 2H, CH2)。
Testing result and literature value coincide.
Embodiment 3:
It in 5L three-necked flask, weighs 37g sodium bicarbonate and is placed in bottle, 1.5L water is added, stir dissolved clarification, then add thereto
Enter 150.8g dimethylamino bromoethane hydrochloride, keeps it all free, obtain clear liquid.Ice salt bath is cooled to 5-10 DEG C, again into bottle
136.8g thioacetic acid potassium is added, charging finishes, and (25 DEG C) of room temperature are stirred 6 hours, during which system solid character and system face
Color can be by white to brown.
2L ethyl acetate is added into system for end of reaction, extracts liquid separation, and obtained organic phase is dry with anhydrous magnesium sulfate
It is dry, it filters, obtains intermediate dimethylaminoethyl thioacetic acid 113g after filtrate concentration.
In 2L three-necked flask, above-mentioned intermediate 113g and 1.2L tetrahydrofuran is added, temperature control maintains 20 DEG C or so Xiang Qi
A large amount of solids are precipitated rapidly in middle dropwise addition 133.5g iodomethane, system.It is added dropwise, maintains (25 DEG C) reaction 2-3hr of room temperature.
Reaction terminates, and filters, and filter cake is rinsed with tetrahydrofuran.
Wet solid directly uses 1L ethyl alcohol, and recrystallization, obtained yellowish product is filtered, and is dried in vacuo, and obtains 163g (drop
Determine content: 99.1%, two step total moles yields: 70.5%, fusing point: 205.1-207.1 DEG C).
Reaction product is subjected to nuclear magnetic resonance experiment and confirms product structure, data are as follows:
HNMR (400MHz, DMSO): δ 2.34 (m, 3H, CH3CO), δ 3.12-3.19 (s, 9H, NCH3), δ 3.20-3.24
(m,2H,CH2), δ 3.38-3.43 (m, 2H, CH2)
Testing result and literature value coincide.
Embodiment 4:
It in 5L three-necked flask, weighs 121.6g potassium carbonate and is placed in bottle, 1.5L water is added, stir dissolved clarification, then add thereto
Enter 150.8g dimethylamino bromoethane hydrochloride, keeps it all free, obtain clear liquid.Ice salt bath is cooled to 5-10 DEG C, again into bottle
136.8g thioacetic acid potassium is added, charging finishes, and (25 DEG C) of room temperature are stirred 6 hours, during which system solid character and system face
Color can be by white to brown.
2L ethyl acetate is added into system for end of reaction, extracts liquid separation, and obtained organic phase is dry with anhydrous magnesium sulfate
It is dry, it filters, obtains intermediate dimethylaminoethyl thioacetic acid 130g after filtrate concentration.
In 2L three-necked flask, above-mentioned intermediate 130g and 1.3L tetrahydrofuran is added, temperature control maintains 20 DEG C or so Xiang Qi
A large amount of solids are precipitated rapidly in middle dropwise addition 144.6g iodomethane, system.It is added dropwise, maintains (25 DEG C) reaction 2-3hr of room temperature.
Reaction terminates, and filters, and filter cake is rinsed with tetrahydrofuran.
Wet solid directly uses 1L methanol, and recrystallization, obtained yellowish product is filtered, and is dried in vacuo, and obtains 165g (drop
Determine content: 99.2%, two step total moles yields: 71.3%, fusing point: 205.8-208.1 DEG C).
Reaction product is subjected to nuclear magnetic resonance experiment and confirms product structure, data are as follows:
HNMR (400MHz, DMSO): δ 2.34 (m, 3H, CH3CO), δ 3.12-3.19 (s, 9H, NCH3), δ 3.20-3.24
(m,2H,CH2), δ 3.38-3.43 (m, 2H, CH2)
Testing result and literature value coincide.
Embodiment 5:
It in 5L three-necked flask, weighs 121.6g potassium carbonate and is placed in bottle, 1.5L water is added, stir dissolved clarification, then add thereto
Enter 150.8g dimethylamino bromoethane hydrochloride, keeps it all free, obtain clear liquid.Ice salt bath is cooled to 5-10 DEG C, again into bottle
136.8g thioacetic acid potassium is added, charging finishes, and (25 DEG C) of room temperature are stirred 6 hours, during which system solid character and system face
Color can be by white to brown.
2L ethyl acetate is added into system for end of reaction, extracts liquid separation, and obtained organic phase is dry with anhydrous magnesium sulfate
It is dry, it filters, obtains intermediate dimethylaminoethyl thioacetic acid 130g after filtrate concentration.
In 2L three-necked flask, above-mentioned intermediate 130g and 1.3L tetrahydrofuran is added, temperature control maintains 20 DEG C or so Xiang Qi
A large amount of solids are precipitated rapidly in middle dropwise addition 144.6g iodomethane, system.It is added dropwise, maintains (25 DEG C) reaction 2-3hr of room temperature.
Reaction terminates, and filters, and filter cake is rinsed with tetrahydrofuran.
Wet solid directly uses 1L isopropanol, and recrystallization, obtained yellowish product is filtered, and is dried in vacuo, obtains 182g
(titration content: 99.5%, two step total moles yields: 77.8%, fusing point: 206.1-208.3 DEG C).
Reaction product is subjected to nuclear magnetic resonance experiment and confirms product structure, data are as follows:
HNMR (400MHz, DMSO): δ 2.34 (m, 3H, CH3CO), δ 3.12-3.19 (s, 9H, NCH3), δ 3.20-3.24
(m,2H,CH2), δ 3.38-3.43 (m, 2H, CH2)
Testing result and literature value coincide.
1 to 5 experimental result can obtain the iodine of high-purity it is found that according to above-mentioned preparation method through the foregoing embodiment
For acetylthiocholine, it is all very excellent that product either titrates each side's face datas such as content or fusing point, clarity.And it should
Method is easy to operate, and safety is good, is suitble to industrialized production, while raw material is easy to get, cost is relatively low.
The above is a preferred embodiment of the present invention, it is noted that for those skilled in the art
For, without departing from the principles of the present invention, it can also make several improvements and retouch, these improvements and modifications
Also it should be regarded as protection scope of the present invention.
Claims (10)
1. a kind of preparation method of iodo acetylthiocholine, which comprises the steps of:
Step S1 provides dimethylaminoethane class compound and is dissolved in alkaline aqueous solution obtained in alkali；
Thioacetic acid class compound is added in step S2, Xiang Suoshu alkaline aqueous solution, so that itself and the dimethylamino Class B
It closes object and thio reaction occurs, generate dimethylaminoethyl thioacetic acid；
Step S3 separates the dimethylaminoethyl thioacetic acid, configures its organic solution；
Organic iodide is added dropwise in the organic solution of step S4, Xiang Suoshu dimethylaminoethyl thioacetic acid, it is anti-iodo occurs
It answers, generates the iodo acetylthiocholine.
2. preparation method according to claim 1, which is characterized in that further include following steps:
Step S5 is filtered after reaction, and filter cake is cleaned with tetrahydrofuran, hereafter, is recrystallized with alcohol compound
And filter, dry, the iodo acetylthiocholine refined.
3. preparation method according to claim 1, which is characterized in that in the step S1, the dimethylaminoethane class
Compound include dimethylaminoethane, dimethylamino chloroethanes, dimethylamino bromoethane, or mixtures thereof, the alkali be carbonic acid
Sodium, potassium carbonate, sodium bicarbonate, saleratus, sodium hydroxide, potassium hydroxide, or mixtures thereof.
4. preparation method according to claim 1, which is characterized in that in the step S2, the thioacetic acid class chemical combination
Object include thioacetic acid, thioacetic acid potassium, sodium thioglycolate, or mixtures thereof, the thioacetic acid class compound and described two
The molar ratio of methylamino ethane compound is 1:1~1:2.
5. preparation method according to claim 5, which is characterized in that in the step S2, the alkaline aqueous solution is dropped
The thioacetic acid class compound is added thereto, 4-8h is stirred at room temperature after charging, to generate to 5-10 DEG C for temperature
State dimethylaminoethyl thioacetic acid.
6. preparation method according to claim 1, which is characterized in that the step S3 includes:
It extracts the dimethylaminoethyl thioacetic acid and cleans, hereafter configure its tetrahydrofuran solution.
7. preparation method according to claim 1, which is characterized in that in the step S4, the organic iodide includes:
Iodomethane, iodoethane, iodopropane, allyl iodide, or mixtures thereof, and the organic iodide and the dimethylaminoethane class
The molar ratio of compound is 1:1~1:2.
8. preparation method according to claim 7, which is characterized in that in the step S4, by the dimethylaminoethyl
The tetrahydrofuran solution of thioacetic acid controls at 15-25 DEG C of temperature, and the organic iodide, completion of dropwise addition are added thereto
Afterwards, 2-3h is reacted at room temperature.
9. the iodo acetylthiocholine that preparation method according to any one of claims 1 to 8 is prepared.
10. the application of substrate of the iodo acetylthiocholine according to claim 9 as enzyme inhibition.
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| CN111072538A (en) * | 2019-12-27 | 2020-04-28 | 苏州络森生物科技有限公司 | Preparation method of brominated thiobutyrylcholine |
| CN111333556A (en) * | 2019-12-30 | 2020-06-26 | 苏州百灵威超精细材料有限公司 | Process for preparing acetylthiocholine iodide |
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Application publication date: 20190614 |