CN116162040A - Synthesis method of nitrosation compound of secondary amine - Google Patents
Synthesis method of nitrosation compound of secondary amine Download PDFInfo
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Abstract
The invention provides a synthesis method of a nitrosation compound of secondary amine, which comprises the following steps: step S1, uniformly mixing a secondary amine compound and a nitro source, and adding a solvent to obtain a mixed solution; step S2, introducing sulfonyl fluoride into the mixed solution for reaction, obtaining a reaction solution after the reaction is finished, and sequentially extracting, washing, drying, concentrating, separating and purifying the reaction solution to obtain a nitrosation compound, wherein the nitrosation compound has the structural formula:
in the structural formula, R 1 And R is 2 Is one or more of alkyl, aryl, substituted aryl and cyclic compounds.
Description
Technical Field
The invention belongs to the field of organic synthesis, and particularly relates to a synthesis method of a nitrosation compound of secondary amine.
Background
Nitrogen-containing compounds occupy an increasingly important place in the fields of medicine, natural materials and the like. Among them, nitrosamines are receiving extensive attention and research due to their mature technology and unique biological and medicinal properties. Nitrosamine derivatives have oncogenic, teratogenic and mutagenic properties, but these properties can be used by people to treat difficult and complicated diseases such as cancer. In addition, it has very important roles in the fields of production and preparation of pesticides, raw material supply for organic synthesis, lubricant derivative production and application, vasodilation and the like.
Nitrosation of nitrogen is traditionally produced by polar addition, with the nitrosation of nitrogen being carried out by nitrous acid produced from sodium nitrite and mineral acid in water. Meanwhile, various combining methods have been developed, such as: naNO 2 -Phl(OAc) 2 Sodium nitrite-PTSA, sodium nitrite-alumina-methanesulfonic acid, and the like. In addition, in the nitrosation of secondary amines, use of oxidants such as IBX/TBAF, cu (OTf) 2 /DBU/O 2 And also have gained widespread attention and application.
According to literature reports, nitrogen nitrosation reaction research has been carried out to date with a great deal of research on the synthesis method thereof. However, most methods have limitations such as the use of strong acid media, difficult handling and storage of reagents, harsh reaction conditions, expensive oxidizing agents, and environmental pollution. Therefore, finding a simpler and safer nitrogen-nitrogen bond synthesis method for synthesizing nitrosamine compounds has been one of the popular research efforts of chemists.
Disclosure of Invention
The present invention has been made to solve the above problems, and an object of the present invention is to provide a method for synthesizing a nitrosated compound of a secondary amine.
The invention provides a synthesis method of a nitrosation compound of secondary amine, which has the characteristics that the method comprises the following steps:
step S1, uniformly mixing a secondary amine compound and a nitro source, and adding a solvent to obtain a mixed solution;
s2, introducing sulfonyl fluoride into the mixed solution for reaction, obtaining a reaction solution after the reaction is finished, sequentially extracting, washing, drying, concentrating, separating and purifying the reaction solution to obtain a nitrosation compound,
wherein, the structural formula of the nitrosation compound is:
in the structural formula, R 1 And R is 2 Is alkyl, aryl, substituted aryl and cyclic compoundOne or more of the following.
The method for synthesizing a nitrosated compound of a secondary amine according to the present invention may further have the following feature: wherein the nitro source is metal nitrite, and the molar ratio of the secondary amine compound to the metal nitrite is 1:1 to 1:100.
the method for synthesizing a nitrosated compound of a secondary amine according to the present invention may further have the following feature: wherein the solvent is a mixed solvent of organic matters and water, and the volume ratio of the organic solvent to the water is 1:1 to 100:1, the total volume of the solvent is 1 ml-1000 ml.
The method for synthesizing a nitrosated compound of a secondary amine according to the present invention may further have the following feature: in the step S2, when sulfonyl fluoride is introduced into the mixed solution for reaction, magnetic stirring is carried out, the reaction temperature is 0-100 ℃, and the reaction time is 1-24 hours.
The method for synthesizing a nitrosated compound of a secondary amine according to the present invention may further have the following feature: in the step S2, during extraction, the extractant is ethyl acetate, the volume of the extractant is 30ml, and the extraction times are 3 times.
The method for synthesizing a nitrosated compound of a secondary amine according to the present invention may further have the following feature: in step S2, the detergent is saturated sodium chloride solution and the desiccant is anhydrous sodium sulfate when the detergent is washed and dried.
The method for synthesizing a nitrosated compound of a secondary amine according to the present invention may further have the following feature: in step S2, the concentration is reduced pressure concentration.
The method for synthesizing a nitrosated compound of a secondary amine according to the present invention may further have the following feature: in the step S2, a silica gel column chromatography is used for separation and purification, wherein the number of silica gel used in the silica gel column chromatography is 100-400 meshes, the eluting agent is ethyl acetate and petroleum ether, and the volume ratio of the ethyl acetate to the petroleum ether is 1:10 to 1:50.
effects and effects of the invention
According to the synthesis method of the nitrosation compound of the secondary amine, the nitrosation compound of the secondary amine is prepared by uniformly mixing the secondary amine compound with the nitro source, adding a reaction solvent, and introducing sulfonyl fluoride into a reaction system for chemical reaction. The invention realizes a totally new synthesis method of nitrogen-nitrogen single bond to synthesize nitrosamine compounds, and compared with the traditional synthesis method, the synthesis method of the invention does not need to use oxidant or catalyst, reduces environmental pollution, has simple operation, mild reaction condition, good substrate universality, good functional compatibility, and simultaneously uses cheap and easily available sulfonyl fluoride as a reaction accelerator, has lower cost and higher yield, and can better satisfy the ideas of green production and green chemistry.
Drawings
FIG. 1 is a schematic diagram of a reaction apparatus used in a method for synthesizing a nitrosated compound of a secondary amine according to an embodiment of the present invention;
FIG. 2 is a reaction scheme of a nitrosation compound of a secondary amine in example 1 of the present invention;
FIG. 3 is a schematic diagram of an N-methyl-N-nitrosobenzylamine compound of example 1 of the present invention 1 H NMR chart;
FIG. 4 is a schematic diagram of an N-methyl-N-nitrosobenzylamine compound of example 1 of the present invention 13 C NMR chart;
FIG. 5 is a schematic diagram of an N-allyl-N-nitrosobenzylamine compound of example 2 of the present invention 1 H NMR chart;
FIG. 6 is a schematic diagram of an N-allyl-N-nitrosobenzylamine compound of example 2 of the present invention 13 C NMR chart;
FIG. 7 is a block diagram of an N-methyl-N-nitroso-p-methoxybenzylamine compound according to the invention in example 3 1 H NMR chart;
FIG. 8 is a schematic diagram of an N-methyl-N-nitroso-p-methoxybenzylamine compound according to the invention in example 3 13 C NMR chart;
FIG. 9 is a schematic diagram of an N-methyl-N-nitroso-p-chlorobenzylamine compound in example 4 of the present invention 1 HNMR diagram;
FIG. 10 is a schematic diagram of an N-methyl-N-nitroso-p-chlorobenzylamine compound in example 4 of the present invention 13 CNMR map;
FIG. 11 is a schematic diagram of an N-nitrosoiminodiacetonitrile compound in example 5 of the invention 1 H NMR chart;
FIG. 12 is a schematic diagram of an N-nitrosoiminodiacetonitrile compound in example 5 of the invention 13 C NMR chart.
Detailed Description
The invention discloses a synthesis method of a nitrosation compound of secondary amine, which comprises the following steps:
step S1, uniformly mixing a secondary amine compound and a nitro source, and adding a solvent to obtain a mixed solution.
The nitro source is metal nitrite, comprising sodium nitrite, potassium nitrite and the like, and the molar ratio of the secondary amine compound to the metal nitrite is 1:1 to 1:100.
the solvent is a mixed solvent of organic matters and water, and the volume ratio of the organic solvent to the water is 1:1 to 100:1, wherein the total volume of the solvent is 1 ml-1000 ml.
And S2, introducing sulfonyl fluoride into the mixed solution for reaction, obtaining a reaction solution after the reaction is finished, and sequentially extracting, washing, drying, concentrating, separating and purifying the reaction solution to obtain the nitrosation compound.
In the step S2, sulfonyl fluoride is used as a reaction promoter, and when the sulfonyl fluoride is introduced into the mixed solution for reaction, magnetic stirring is carried out, the reaction temperature is 0-100 ℃, and the reaction time is 1-24 hours.
In the step S2, during the extraction, the extractant is ethyl acetate, the volume of the extractant is 30ml, and the extraction times are 3 times.
In step S2, the detergent is a saturated sodium chloride solution when the washing is performed, and the drying agent is anhydrous sodium sulfate when the drying is performed.
In step S2, the concentration is reduced pressure concentration.
In the step S2, a silica gel column chromatography is used when the separation and purification are carried out, wherein the silica gel mesh number used in the silica gel column chromatography is 100-400 meshes, the eluent is ethyl acetate and petroleum ether, and the volume ratio of the ethyl acetate to the petroleum ether is 1:10 to 1:50.
the structural formula of the nitrosation compound is as follows:
in the structural formula, R 1 And R is 2 Is one or more of alkyl, aryl, substituted aryl and cyclic compounds.
In the present invention, in the corresponding substituted aryl group, the substituent group includes: electron donating or electron withdrawing groups such as methyl, methoxy, halogen, nitro, and the like, also include different positions of different substituents, and substitution of carbon atoms on aryl groups with different heteroatoms. Meanwhile, the cyclic compound also relates to different sizes of the cyclic compound and various functional groups and different substitution positions of the functional groups on the cyclic compound.
In order to make the technical means, the creation characteristics, the achievement of the purposes and the effects of the present invention easy to understand, the following examples specifically describe the synthesis method of the nitrosated compound of the secondary amine of the present invention with reference to the accompanying drawings.
FIG. 1 is a schematic diagram of a reaction apparatus used for a method for synthesizing a nitrosated compound of a secondary amine in the example of the present invention.
As shown in FIG. 1, in the embodiment of the invention, a three-neck flask is used as a reaction vessel, magnetic stirring is performed by matching a magnetic stirrer with a constant-temperature magnetic stirrer, a balloon is used as a gas storage tool for storing sulfonyl fluoride, and a long needle tube is used for introducing the sulfonyl fluoride into a mixed solution of the three-neck flask in a bubbling mode.
Example 1 ]
The synthesis method of the nitrosation compound of the secondary amine comprises the following steps:
step S1, preparing a 25ml three-neck flask required by the reaction, adding a magnetic stirrer into the flask, sequentially adding weighed N-methylbenzylamine (2 mmol) and nitrite (10 mmol) and uniformly mixing, and adding a solvent which is a mixed solvent of an organic matter (8 ml) and water (2 ml) by using a syringe to obtain a mixed solution.
Step S2, selecting a balloon as gasA storage tool, collecting sulfonyl fluoride from a gas steel cylinder, introducing into the mixed solution in a bubbling mode by using a long needle tube (diameter=0.9 mm), then placing into a constant-temperature magnetic stirrer, magnetically stirring at room temperature, reacting for 2h, tracking the reaction progress according to TLC, obtaining a reaction solution after the reaction is finished, extracting the reaction solution with ethyl acetate (30 ml) and water for three times, collecting an organic phase, removing inorganic salt by using saturated sodium chloride, and then using anhydrous Na 2 SO 4 And (3) drying, concentrating under reduced pressure to remove the solvent, and finally obtaining a pure target product N-methyl-N-nitrosobenzylamine compound through silica gel column chromatography.
FIG. 2 is a reaction scheme of a nitrosation compound of a secondary amine in example 1 of the present invention.
As shown in FIG. 2, in this example, the secondary amine compound was N-methylbenzylamine, and the product was N-methyl-N-nitrosobenzylamine compound prepared under the reaction conditions of nitrite and sulfonyl fluoride.
FIG. 3 is a schematic diagram of an N-methyl-N-nitrosobenzylamine compound of example 1 of the present invention 1 HNMR diagram; FIG. 4 is a schematic diagram of an N-methyl-N-nitrosobenzylamine compound of example 1 of the present invention 13 C NMR chart.
As shown in fig. 3 and 4, the results of the spectrum analysis of the finished product prepared in this example are as follows: 1H NMR (400 MHz, chloroform-d) delta 7.54-6.82 (m, 5H), 5.26 (s, 2H), 4.76 (s, 1H), 3.64 (s, 1H), 2.89 (d, J=0.8 Hz, 3H). 13C NMR (101 MHz, chloroform-d) delta 134.57,133.85,129.01,128.85,128.49,128.30,128.03,127.89,57.45,47.69,38.36,30.83, the following N-methyl-N-nitrosobenzylamine compound was successfully prepared in this example, and the structural formula of the N-methyl-N-nitrosobenzylamine compound was as follows:
in this example, N-methylbenzylamine was used as a preparation starting material, and an N-methyl-N-nitrosobenzylamine compound was used as a preparation product, and the yield was calculated to be 83%.
Example 2 ]
The synthesis method of the nitrosation compound of the secondary amine comprises the following steps:
step S1, preparing a 25ml three-neck flask required by the reaction, adding a magnetic stirrer into the flask, sequentially adding weighed N-allylbenzylamine (2 mmol) and nitrite (10 mmol) and uniformly mixing, and adding a solvent which is a mixed solvent of organic matters (8 ml) and water (2 ml) by using a syringe to obtain a mixed solution.
Step S2, selecting a balloon as a gas storage tool, collecting sulfonyl fluoride from a gas steel cylinder, introducing the sulfonyl fluoride into a mixed solution in a bubbling mode by using a long needle tube (diameter=0.9 mm), then placing the mixed solution into a constant-temperature magnetic stirrer, magnetically stirring the mixed solution at room temperature, reacting for 2 hours, tracking the reaction progress according to TLC, obtaining a reaction solution after the reaction is finished, extracting the reaction solution with ethyl acetate (30 ml) and water for three times, collecting an organic phase, removing inorganic salt by using saturated sodium chloride, and then using anhydrous Na 2 SO 4 And (3) drying, concentrating under reduced pressure to remove the solvent, and finally obtaining a pure target product N-allyl-N-nitrosobenzylamine compound through silica gel column chromatography.
FIG. 5 is a schematic diagram of an N-allyl-N-nitrosobenzylamine compound of example 2 of the present invention 1 HNMR diagram; FIG. 6 is a schematic diagram of an N-allyl-N-nitrosobenzylamine compound of example 2 of the present invention 13 C NMR chart.
As shown in fig. 5 and 6, the results of the spectrum analysis of the finished product prepared in this example are as follows: 1H NMR (400 MHz, chloroform-d) delta 7.46-7.32 (m, 2H), 7.32-7.24 (m, 3H), 7.19-7.00 (m, 1H), 5.88 (ddt, J=16.6, 10.2,6.2Hz, 1H), 5.55 (ddt, J=16.4, 10.2,6.1Hz, 1H), 5.38-5.22 (m, 3H), 5.15 (dq, J=10.2, 1.3Hz, 1H), 5.03 (dq, J=17.1, 1.4Hz, 1H), 4.78 (s, 1H), 4.66 (dt, J=6.3, 1.4Hz, 1H), 4.07 (dt, J=6.1, 1.4Hz, 2H). 13C NMR (101 MHz, chrom-d) delta 134.67,134.05,131.81,129.21,128.97,128.78,128.49,128.35,128.29,127.81,120.29,119.23,55.20,53.91,45.32,44.89, the present example successfully prepared allylic-N-benzylamine compounds of the following formula:
in this example, N-allylbenzylamine was used as a preparation starting material, and N-allyl-N-nitrosobenzylamine compound was used as a preparation product, and the yield was calculated to be 94%.
Example 3 ]
The synthesis method of the nitrosation compound of the secondary amine comprises the following steps:
step S1, preparing a 25ml three-neck flask required by the reaction, adding a magnetic stirrer into the flask, sequentially adding weighed N- (4-methoxybenzyl) -N-methylamine (2 mmol) and nitrite (10 mmol) and uniformly mixing, and adding a solvent which is a mixed solvent of an organic matter (8 ml) and water (2 ml) by using a syringe to obtain a mixed solution.
Step S2, selecting a balloon as a gas storage tool, collecting sulfonyl fluoride from a gas steel cylinder, introducing the sulfonyl fluoride into a mixed solution in a bubbling mode by using a long needle tube (diameter=0.9 mm), then placing the mixed solution into a constant-temperature magnetic stirrer, magnetically stirring the mixed solution at room temperature, reacting for 2 hours, tracking the reaction progress according to TLC, obtaining a reaction solution after the reaction is finished, extracting the reaction solution with ethyl acetate (30 ml) and water for three times, collecting an organic phase, removing inorganic salt by using saturated sodium chloride, and then using anhydrous Na 2 SO 4 And (3) drying, concentrating under reduced pressure to remove the solvent, and finally obtaining a pure target product N-methyl-N-nitroso-p-methoxybenzylamine compound through silica gel column chromatography.
FIG. 7 is a block diagram of an N-methyl-N-nitroso-p-methoxybenzylamine compound according to the invention in example 3 1 H NMR chart; FIG. 8 is a schematic diagram of an N-methyl-N-nitroso-p-methoxybenzylamine compound according to the invention in example 3 13 C NMR chart.
As shown in fig. 7 and 8, the results of the spectrum analysis of the finished product prepared in this example are as follows: 1H NMR (400 MHz, chloroform-d) delta 7.23-7.15 (m, 2H), 6.94-6.86 (m, 2H), 5.23 (s, 2H), 3.79 (d, J=8.4 Hz, 3H), 3.65 (s, 1H), 2.91 (s, 2H) 13C NMR (101 MHz, chloroform-d) delta 159.76,129.62 (d, J=38.0 Hz), 126.35,125.88,114.27 (d, J=17.6 Hz), 77.48,56.91,55.21 (d, J=4.5 Hz), 47.11,38.17,30.60, the structure formulas of N-methyl-N-nitrosop-methoxybenzylamine and N-methyl-N-nitroso-p-methoxybenzylamine were successfully prepared as follows:
in this example, N- (4-methoxybenzyl) -N-methylamine was used as a preparation raw material, and N-methyl-N-nitroso-p-methoxybenzylamine compound was used as a preparation product, and the yield was calculated to be 77%.
Example 4 ]
The synthesis method of the nitrosation compound of the secondary amine comprises the following steps:
step S1, preparing a 25ml three-neck flask required by the reaction, adding a magnetic stirrer into the flask, sequentially adding weighed 1- (4-chlorophenyl) -N-methyl methylamine (2 mmol) and nitrite (10 mmol) and uniformly mixing, and adding a solvent which is a mixed solvent of an organic matter (8 ml) and water (2 ml) by using a syringe to obtain a mixed solution.
Step S2, selecting a balloon as a gas storage tool, collecting sulfonyl fluoride from a gas steel cylinder, introducing the sulfonyl fluoride into a mixed solution in a bubbling mode by using a long needle tube (diameter=0.9 mm), then placing the mixed solution into a constant-temperature magnetic stirrer, magnetically stirring the mixed solution at room temperature, reacting for 2 hours, tracking the reaction progress according to TLC, obtaining a reaction solution after the reaction is finished, extracting the reaction solution with ethyl acetate (30 ml) and water for three times, collecting an organic phase, removing inorganic salt by using saturated sodium chloride, and then using anhydrous Na 2 SO 4 And (3) drying, concentrating under reduced pressure to remove the solvent, and finally obtaining a pure target product N-methyl-N-nitroso-p-chlorobenzylamine compound through silica gel column chromatography.
FIG. 9 is a schematic diagram of an N-methyl-N-nitroso-p-chlorobenzylamine compound in example 4 of the present invention 1 H NMR chart; FIG. 10 is a schematic diagram of an N-methyl-N-nitroso-p-chlorobenzylamine compound in example 4 of the present invention 13 C NMR chart.
As shown in fig. 9 and 10, the results of the spectrum analysis of the finished product prepared in this example are as follows: 1H NMR (400 MHz, chloroform-d) delta 7.37-7.30 (m, 1H), 7.30-7.22 (m, 1H), 7.19 (d, J=8.5 Hz, 1H), 7.08-7.01 (m, 1H), 5.26 (s, 1H), 4.74 (s, 1H), 3.68 (s, 1H), 2.91 (s, 2H) 13C NMR (101 MHz, chloroform-d) delta 134.41,133.73,133.16,132.41,129.68,129.42,129.19,128.97,56.72,47.06,38.42,30.84, the structure formula of the N-methyl-N-nitroso-p-chlorobenzylamine compound, N-methyl-N-nitroso-p-chlorobenzylamine compound was successfully prepared in this example as follows:
in this example, 1- (4-chlorophenyl) -N-methyl methylamine was used as a preparation raw material, and N-methyl-N-nitroso-p-chlorobenzylamine compound was used as a preparation product, and the yield was calculated to be 74%.
Example 5 ]
The synthesis method of the nitrosation compound of the secondary amine comprises the following steps:
step S1, preparing a 25ml three-neck flask required by the reaction, adding a magnetic stirrer into the flask, sequentially adding weighed iminodiacetonitrile (2 mmol) and nitrite (10 mmol) and uniformly mixing, and adding a solvent which is a mixed solvent of an organic matter (8 ml) and water (2 ml) by using a syringe to obtain a mixed solution.
Step S2, selecting a balloon as a gas storage tool, collecting sulfonyl fluoride from a gas steel cylinder, introducing the sulfonyl fluoride into a mixed solution in a bubbling mode by using a long needle tube (diameter=0.9 mm), then placing the mixed solution into a constant-temperature magnetic stirrer, magnetically stirring the mixed solution at room temperature, reacting for 2 hours, tracking the reaction progress according to TLC, obtaining a reaction solution after the reaction is finished, extracting the reaction solution with ethyl acetate (30 ml) and water for three times, collecting an organic phase, removing inorganic salt by using saturated sodium chloride, and then using anhydrous Na 2 SO 4 And (3) drying, concentrating under reduced pressure to remove the solvent, and finally obtaining a pure target product N-nitrosoiminodiacetonitrile through silica gel column chromatography.
FIG. 11 is a schematic diagram of an N-nitrosoiminodiacetonitrile compound in example 5 of the invention 1 HNMR diagram; FIG. 12 is a schematic diagram of an N-nitrosoiminodiacetonitrile compound in example 5 of the invention 13 C NMR chart.
As shown in fig. 11 and 12, the results of the spectrum analysis of the finished product prepared in this example are as follows: 1H NMR (400 MHz, DMSO-d 6) delta 5.62 (d, J=0.8 Hz, 1H), 4.78 (d, J=0.8 Hz, 1H) 13C NMR (101 MHz, DMSO-d 6) delta 115.22,113.37,40.71,40.02,32.50, the structure of the N-nitrosoiminodiacetonitrile compound was successfully prepared as follows:
in this example, iminodiacetonitrile was used as a preparation raw material, and N-nitrosoiminodiacetonitrile was used as a preparation product, and the yield was calculated to be 88%.
Effects and effects of the examples
According to the method for synthesizing the nitrosation compound of the secondary amine of the present invention, as shown in examples 1 to 5, the nitrosation compound is prepared by uniformly mixing the secondary amine compound with the nitro source, adding the reaction solvent, and then introducing the sulfonyl fluoride into the reaction system to perform a chemical reaction. The invention takes secondary amine compounds as reaction substrates, can successfully prepare the nitrosation compounds, realizes a totally new nitrogen-nitrogen single bond synthesis method for synthesizing the nitrosamine compounds, and has higher yield. In addition, the synthesis method of the invention does not need to use an oxidant or a catalyst, reduces the pollution to the environment, has simple operation, mild reaction conditions, good substrate universality and good functional compatibility, and simultaneously uses cheap and easily available sulfonyl fluoride as a reaction promoter, so that the cost is lower, and the method can better satisfy the ideas of green production and green chemistry.
The above embodiments are preferred examples of the present invention, and are not intended to limit the scope of the present invention.
Claims (8)
1. A method for synthesizing a nitrosated compound of a secondary amine, comprising the steps of:
step S1, uniformly mixing a secondary amine compound and a nitro source, and adding a solvent to obtain a mixed solution;
s2, introducing sulfonyl fluoride into the mixed solution for reaction, obtaining a reaction solution after the reaction is finished, sequentially extracting, washing, drying, concentrating, separating and purifying the reaction solution to obtain a nitrosation compound,
wherein the structural formula of the nitrosation compound is as follows:
in the structural formula, R 1 And R is 2 Is one or more of alkyl, aryl, substituted aryl and cyclic compounds.
2. The method for synthesizing a nitrosated compound of a secondary amine according to claim 1, characterized in that:
wherein the nitro source is metal nitrite,
the molar ratio of the secondary amine compound to the metal nitrite is 1:1 to 1:100.
3. the method for synthesizing a nitrosated compound of a secondary amine according to claim 1, characterized in that:
wherein the solvent is a mixed solvent of an organic matter and water, and the volume ratio of the organic solvent to the water is 1:1 to 100:1, wherein the total volume of the solvent is 1 ml-1000 ml.
4. The method for synthesizing a nitrosated compound of a secondary amine according to claim 1, characterized in that:
in the step S2, when the sulfonyl fluoride is introduced into the mixed solution for reaction, magnetic stirring is performed, the reaction temperature is 0-100 ℃, and the reaction time is 1-24 hours.
5. The method for synthesizing a nitrosated compound of a secondary amine according to claim 1, characterized in that:
in the step S2, the extracting agent is ethyl acetate, the volume of the extracting agent is 30ml, and the extraction times are 3 times.
6. The method for synthesizing a nitrosated compound of a secondary amine according to claim 1, characterized in that:
in step S2, the detergent is a saturated sodium chloride solution, and the drying agent is anhydrous sodium sulfate.
7. The method for synthesizing a nitrosated compound of a secondary amine according to claim 1, characterized in that:
in step S2, the concentration is reduced pressure concentration.
8. The method for synthesizing a nitrosated compound of a secondary amine according to claim 1, characterized in that:
in the step S2, a silica gel column chromatography is used, the silica gel mesh number used in the silica gel column chromatography is 100-400 mesh, the eluent is ethyl acetate and petroleum ether, and the volume ratio of the ethyl acetate to the petroleum ether is 1:10 to 1:50.
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