CN105037164A - Synthesis method of disophenol - Google Patents
Synthesis method of disophenol Download PDFInfo
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- CN105037164A CN105037164A CN201510307588.XA CN201510307588A CN105037164A CN 105037164 A CN105037164 A CN 105037164A CN 201510307588 A CN201510307588 A CN 201510307588A CN 105037164 A CN105037164 A CN 105037164A
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Abstract
The invention discloses a synthesis method of disophenol, which comprises the following steps: mixing a sodium iodide-sodium chlorite water solution with a paranitrophenol methanol solution, and adding hydrochloric acid to react while controlling the temperature at 0-50 DEG C to obtain the disophenol. The method does not need to separate or purify the intermediates iodine simple substance and iodine chloride, is capable of greatly simplifying the operation steps, reducing the intermediate loss, enhancing the product yield, shortening the production cycle and lowering the production cost, and is suitable for industrialized large-scale production.
Description
Technical field
The invention belongs to pharmaceutical synthesis field, relate to a kind of synthetic method of animal insect repellent iodine nitre phenol.
Background technology
Iodine nitre phenol, chemistry by name 2, the iodo-4-nitrophenols of 6-bis-, that one kills ectozoic insect repellent in animal body, mite, tick, sheep nose fly maggot, bomb fly, haemonchus contortus, nematodirus, nodular worm, hookworm and fluke etc. can be killed, there is wide spectrum, efficient, low toxicity, the advantage such as inexpensive, easy to use, free from environmental pollution, the dark favor by numerous peasants and herdsmen.
Japanese Patent JP49014437(Jun12,1972) method of two kinds of synthesis iodine nitre phenol and Czech patents CS136315(Apr15,1970) is individually disclosed: the acetic acid solution of iodine monochloride and the methanol solution of p-nitrophenol react in 50 ~ 100 DEG C to obtain by the former; Sulfuric acid, p-nitrophenol and sodium iodide are dissolved in methyl alcohol by the latter, add 30% hydrogen peroxide stirring reaction and obtain.All there is the shortcomings such as operation is more loaded down with trivial details, product yield is lower, cost is higher in these two kinds of synthetic methods.
Summary of the invention
In view of this, the object of the present invention is to provide a kind of synthetic method of iodine nitre phenol, easy and simple to handle, product yield is high, and cost is low, is applicable to suitability for industrialized production.
After deliberation, the invention provides following technical scheme:
The synthetic method of iodine nitre phenol, be sodium iodide and the aqueous solution of Textone are mixed with the methanol solution of p-nitrophenol, temperature control 0 ~ 50 DEG C adds hydrochloric acid reaction, obtained iodine nitre phenol.
The principle of the inventive method is as follows: sodium iodide, Textone and hydrochloric acid reaction generate intermediate product iodine (chemical equation is such as formula shown in I), and iodine is dissolved in methanol-water solution and continues to generate intermediate product iodine chloride (chemical equation is such as formula shown in II) with Textone generation redox reaction; Iodine chloride again attack p-nitrophenol generation phenyl ring substitution reaction generates iodine nitre phenol (chemical equation is as shown in formula III).But, hydrochloric acid directly can not be added in the aqueous solution of sodium iodide and Textone and react, otherwise the iodine generated can dissociate out and can not carry out next step redox reaction.
Preferably, the mol ratio of described sodium iodide, Textone, p-nitrophenol and HCl is 4:4:1:4.
Preferably, in the aqueous solution of described sodium iodide and Textone, the concentration of sodium iodide is 0.2mol/L ~ 0.8mol/L, and the concentration of Textone is 0.2mol/L ~ 0.8mol/L.
Preferably, in the methanol solution of described p-nitrophenol, the concentration of p-nitrophenol is 0.05mol/L ~ 0.2mol/L.
Preferably, described hydrochloric acid to be massfraction be 37% the HCl aqueous solution.
Preferably, temperature control 25 ~ 50 DEG C adds hydrochloric acid reaction.
Preferably, after completion of the reaction, reaction solution is left standstill, filter, filter cake washes with water, and (product iodine nitre phenol is water insoluble, it is soluble in water that reaction impurities mostly is salt, the object that filter cake washes with water is to remove inorganic salt impurities), add water resuspended after be extracted with ethyl acetate, sodium thiosulfate solution and water washing is used (to be to remove possibility unreacted iodine completely by the object of sodium thiosulfate solution washing more successively, the object washed with water is to remove inorganic salt impurities and residual Sulfothiorine further), dried over anhydrous sodium carbonate is dewatered, revolve and steam removing ethyl acetate, dry, obtained iodine nitre phenol.
Preferably, the massfraction of described sodium thiosulfate solution is 1%.
Preferably, during proximal response terminal, regulate pH to 3 ~ 6 with aqueous sodium hydroxide solution, continue reaction to complete.Its object is to the HCl with producing in sodium hydroxide neutralization reaction process, reaction is constantly carried out towards positive dirction, make substrate reactions obtain larger yield completely.
Preferred, regulate pH to 4 ~ 5 with aqueous sodium hydroxide solution during proximal response terminal, continue reaction to complete.
Preferred, sodium iodide and the aqueous solution of Textone are mixed with the methanol solution of p-nitrophenol, temperature control 25 DEG C adds hydrochloric acid reaction 40 minutes, regulates pH to 4 with aqueous sodium hydroxide solution, continues reaction 30 minutes to complete; In the aqueous solution of described sodium iodide and Textone, the concentration of sodium iodide is 0.8mol/L, and the concentration of Textone is 0.8mol/L; In the methanol solution of described p-nitrophenol, the concentration of p-nitrophenol is 0.2mol/L.
Preferably, the concentration of described aqueous sodium hydroxide solution is 1mol/L.
Beneficial effect of the present invention is: the invention provides the method that one " one kettle way " synthesizes iodine nitre phenol, the method does not need to carry out separation and purification to intermediate elemental iodine and iodine chloride, can be simplified the operation step greatly, reduce intermediate loss, improve product yield, shorten the production cycle, reduce production cost, be applicable to industrialization scale operation.
Embodiment
In order to make object of the present invention, technical scheme and beneficial effect clearly, will be described in detail the preferred embodiments of the present invention below.
Embodiment 1
By sodium iodide 3.0g and Textone 1.81g 100ml water dissolution, obtain solution A, by p-nitrophenol 0.695g 100ml dissolve with methanol, obtain solution B, solution A is mixed with solution B in rearmounted ice bath, hierarchy of control temperature is 0 ~ 10 DEG C, add hydrochloric acid (massfraction is the HCl aqueous solution of 37%) 1.667ml(sodium iodide, Textone, p-nitrophenol, the mol ratio of HCl is 4:4:1:4), 0 ~ 10 DEG C of insulated and stirred reaction, reaction in 12 hours is complete, reaction solution is left standstill, filter, after filter cake washes with water, the 100ml that adds water is resuspended, 3 times are extracted with ethyl acetate 100ml, merge 3 upper organic phase, 3 times are washed with the sodium thiosulfate solution 300ml that massfraction is 1%, 3 times are washed again with water 300ml, then dried over anhydrous sodium carbonate is added 6 hours, filter, filtrate is revolved and is steamed removing ethyl acetate, 60 DEG C of oven dry, obtain orange-yellow powder, yield 69.5%.After measured, the fusing point of products obtained therefrom is 153 ~ 158 DEG C, consistent with the fusing point of iodine nitre phenol disclosed in document; The ripple layer chromatography of products obtained therefrom, ultraviolet absorption curve, high performance liquid chromatography are consistent with the corresponding spectrogram of iodine nitre phenol reference substance (animal pharmaceutical factory of Shenyang City) with mass spectrum.
Embodiment 2
By sodium iodide 3.0g and Textone 1.81g 100ml water dissolution, obtain solution A, by p-nitrophenol 0.695g 100ml dissolve with methanol, obtain solution B, solution A is mixed with solution B in rearmounted ice bath, hierarchy of control temperature is 0 ~ 10 DEG C, add hydrochloric acid (massfraction is the HCl aqueous solution of 37%) 1.667ml(sodium iodide, Textone, p-nitrophenol, the mol ratio of HCl is 4:4:1:4), 0 ~ 10 DEG C of insulated and stirred reaction, reaction in 8 hours is complete, reaction solution is left standstill, filter, after filter cake washes with water, the 100ml that adds water is resuspended, 3 times are extracted with ethyl acetate 100ml, merge 3 upper organic phase, 3 times are washed with the sodium thiosulfate solution 300ml that massfraction is 1%, 3 times are washed again with water 300ml, then dried over anhydrous sodium carbonate is added 6 hours, filter, filtrate is revolved and is steamed removing ethyl acetate, 60 DEG C of oven dry, obtain orange-yellow powder, yield 69.5%.After measured, the fusing point of products obtained therefrom is 153 ~ 158 DEG C, consistent with the fusing point of iodine nitre phenol disclosed in document; The ripple layer chromatography of products obtained therefrom, ultraviolet absorption curve, high performance liquid chromatography are consistent with the corresponding spectrogram of iodine nitre phenol reference substance (animal pharmaceutical factory of Shenyang City) with mass spectrum.
Embodiment 3
By sodium iodide 3.0g and Textone 1.81g 100ml water dissolution, obtain solution A, by p-nitrophenol 0.695g 100ml dissolve with methanol, obtain solution B, solution A is mixed with solution B in rearmounted water-bath, hierarchy of control temperature is 25 DEG C, add hydrochloric acid (massfraction is the HCl aqueous solution of 37%) 1.667ml(sodium iodide, Textone, p-nitrophenol, the mol ratio of HCl is 4:4:1:4), 25 DEG C of insulated and stirred reactions, reaction in 8 hours is complete, reaction solution is left standstill, filter, after filter cake washes with water, the 100ml that adds water is resuspended, 3 times are extracted with ethyl acetate 100ml, merge 3 upper organic phase, 3 times are washed with the sodium thiosulfate solution 300ml that massfraction is 1%, 3 times are washed again with water 300ml, then dried over anhydrous sodium carbonate is added 6 hours, filter, filtrate is revolved and is steamed removing ethyl acetate, 60 DEG C of oven dry, obtain orange-yellow powder, yield 78.6%.After measured, the fusing point of products obtained therefrom is 153 ~ 158 DEG C, consistent with the fusing point of iodine nitre phenol disclosed in document; The ripple layer chromatography of products obtained therefrom, ultraviolet absorption curve, high performance liquid chromatography are consistent with the corresponding spectrogram of iodine nitre phenol reference substance (animal pharmaceutical factory of Shenyang City) with mass spectrum.
Embodiment 4
By sodium iodide 3.0g and Textone 1.81g 100ml water dissolution, obtain solution A, by p-nitrophenol 0.695g 100ml dissolve with methanol, obtain solution B, solution A is mixed with solution B in rearmounted water-bath, hierarchy of control temperature is 50 DEG C, add hydrochloric acid (massfraction is the HCl aqueous solution of 37%) 1.667ml(sodium iodide, Textone, p-nitrophenol, the mol ratio of HCl is 4:4:1:4), 50 DEG C of insulated and stirred reactions, reaction in 8 hours is complete, reaction solution is left standstill, filter, after filter cake washes with water, the 100ml that adds water is resuspended, 3 times are extracted with ethyl acetate 100ml, merge 3 upper organic phase, 3 times are washed with the sodium thiosulfate solution 300ml that massfraction is 1%, 3 times are washed again with water 300ml, then dried over anhydrous sodium carbonate is added 6 hours, filter, filtrate is revolved and is steamed removing ethyl acetate, 60 DEG C of oven dry, obtain orange-yellow powder, yield 71.7%.After measured, the fusing point of products obtained therefrom is 153 ~ 158 DEG C, consistent with the fusing point of iodine nitre phenol disclosed in document; The ripple layer chromatography of products obtained therefrom, ultraviolet absorption curve, high performance liquid chromatography are consistent with the corresponding spectrogram of iodine nitre phenol reference substance (animal pharmaceutical factory of Shenyang City) with mass spectrum.
Embodiment 5
By sodium iodide 3.0g and Textone 1.81g 100ml water dissolution, obtain solution A, by p-nitrophenol 0.695g 100ml dissolve with methanol, obtain solution B, solution A is mixed with solution B in rearmounted water-bath, hierarchy of control temperature is 25 DEG C, add hydrochloric acid (massfraction is the HCl aqueous solution of 37%) 1.667ml(sodium iodide, Textone, p-nitrophenol, the mol ratio of HCl is 4:4:1:4), after 25 DEG C of insulated and stirred react 6 hours, by 1mol/LNaOH aqueous solution adjust ph to 3, continue 25 DEG C of insulated and stirred react 2 little up to reaction complete, reaction solution is left standstill, filter, after filter cake washes with water, the 100ml that adds water is resuspended, 3 times are extracted with ethyl acetate 100ml, merge 3 upper organic phase, 3 times are washed with the sodium thiosulfate solution 300ml that massfraction is 1%, 3 times are washed again with water 300ml, then dried over anhydrous sodium carbonate is added 6 hours, filter, filtrate is revolved and is steamed removing ethyl acetate, 60 DEG C of oven dry, obtain orange-yellow powder, yield 82.7%.After measured, the fusing point of products obtained therefrom is 153 ~ 158 DEG C, consistent with the fusing point of iodine nitre phenol disclosed in document; The ripple layer chromatography of products obtained therefrom, ultraviolet absorption curve, high performance liquid chromatography are consistent with the corresponding spectrogram of iodine nitre phenol reference substance (animal pharmaceutical factory of Shenyang City) with mass spectrum.
Embodiment 6
By sodium iodide 3.0g and Textone 1.81g 100ml water dissolution, obtain solution A, by p-nitrophenol 0.695g 100ml dissolve with methanol, obtain solution B, solution A is mixed with solution B in rearmounted water-bath, hierarchy of control temperature is 25 DEG C, add hydrochloric acid (massfraction is the HCl aqueous solution of 37%) 1.667ml(sodium iodide, Textone, p-nitrophenol, the mol ratio of HCl is 4:4:1:4), after 25 DEG C of insulated and stirred react 6 hours, by 1mol/LNaOH aqueous solution adjust ph to 4, continue 25 DEG C of insulated and stirred react 2 little up to reaction complete, reaction solution is left standstill, filter, after filter cake washes with water, the 100ml that adds water is resuspended, 3 times are extracted with ethyl acetate 100ml, merge 3 upper organic phase, 3 times are washed with the sodium thiosulfate solution 300ml that massfraction is 1%, 3 times are washed again with water 300ml, then dried over anhydrous sodium carbonate is added 6 hours, filter, filtrate is revolved and is steamed removing ethyl acetate, 60 DEG C of oven dry, obtain orange-yellow powder, yield 88.2%.After measured, the fusing point of products obtained therefrom is 153 ~ 158 DEG C, consistent with the fusing point of iodine nitre phenol disclosed in document; The ripple layer chromatography of products obtained therefrom, ultraviolet absorption curve, high performance liquid chromatography are consistent with the corresponding spectrogram of iodine nitre phenol reference substance (animal pharmaceutical factory of Shenyang City) with mass spectrum.
Embodiment 7
By sodium iodide 3.0g and Textone 1.81g 100ml water dissolution, obtain solution A, by p-nitrophenol 0.695g 100ml dissolve with methanol, obtain solution B, solution A is mixed with solution B in rearmounted water-bath, hierarchy of control temperature is 25 DEG C, add hydrochloric acid (massfraction is the HCl aqueous solution of 37%) 1.667ml(sodium iodide, Textone, p-nitrophenol, the mol ratio of HCl is 4:4:1:4), after 25 DEG C of insulated and stirred react 6 hours, by 1mol/LNaOH aqueous solution adjust ph to 5, continue 25 DEG C of insulated and stirred react 2 little up to reaction complete, reaction solution is left standstill, filter, after filter cake washes with water, the 100ml that adds water is resuspended, 3 times are extracted with ethyl acetate 100ml, merge 3 upper organic phase, 3 times are washed with the sodium thiosulfate solution 300ml that massfraction is 1%, 3 times are washed again with water 300ml, then dried over anhydrous sodium carbonate is added 6 hours, filter, filtrate is revolved and is steamed removing ethyl acetate, 60 DEG C of oven dry, obtain orange-yellow powder, yield 88.0%.After measured, the fusing point of products obtained therefrom is 153 ~ 158 DEG C, consistent with the fusing point of iodine nitre phenol disclosed in document; The ripple layer chromatography of products obtained therefrom, ultraviolet absorption curve, high performance liquid chromatography are consistent with the corresponding spectrogram of iodine nitre phenol reference substance (animal pharmaceutical factory of Shenyang City) with mass spectrum.
Embodiment 8
By sodium iodide 3.0g and Textone 1.81g 100ml water dissolution, obtain solution A, by p-nitrophenol 0.695g 100ml dissolve with methanol, obtain solution B, solution A is mixed with solution B in rearmounted water-bath, hierarchy of control temperature is 25 DEG C, add hydrochloric acid (massfraction is the HCl aqueous solution of 37%) 1.667ml(sodium iodide, Textone, p-nitrophenol, the mol ratio of HCl is 4:4:1:4), after 25 DEG C of insulated and stirred react 6 hours, by 1mol/LNaOH aqueous solution adjust ph to 6, continue 25 DEG C of insulated and stirred react 2 little up to reaction complete, reaction solution is left standstill, filter, after filter cake washes with water, the 100ml that adds water is resuspended, 3 times are extracted with ethyl acetate 100ml, merge 3 upper organic phase, 3 times are washed with the sodium thiosulfate solution 300ml that massfraction is 1%, 3 times are washed again with water 300ml, then dried over anhydrous sodium carbonate is added 6 hours, filter, filtrate is revolved and is steamed removing ethyl acetate, 60 DEG C of oven dry, obtain orange-yellow powder, yield 77.2%.After measured, the fusing point of products obtained therefrom is 153 ~ 158 DEG C, consistent with the fusing point of iodine nitre phenol disclosed in document; The ripple layer chromatography of products obtained therefrom, ultraviolet absorption curve, high performance liquid chromatography are consistent with the corresponding spectrogram of iodine nitre phenol reference substance (animal pharmaceutical factory of Shenyang City) with mass spectrum.
Embodiment 9
By sodium iodide 3.0g and Textone 1.81g 100ml water dissolution, obtain solution A, by p-nitrophenol 0.695g 100ml dissolve with methanol, obtain solution B, solution A is mixed with solution B in rearmounted water-bath, hierarchy of control temperature is 25 DEG C, add hydrochloric acid (massfraction is the HCl aqueous solution of 37%) 1.667ml(sodium iodide, Textone, p-nitrophenol, the mol ratio of HCl is 4:4:1:4), after 25 DEG C of insulated and stirred react 6 hours, by 1mol/LNaOH aqueous solution adjust ph to 7, continue 25 DEG C of insulated and stirred react 2 little up to reaction complete, reaction solution is left standstill, filter, after filter cake washes with water, the 100ml that adds water is resuspended, 3 times are extracted with ethyl acetate 100ml, merge 3 upper organic phase, 3 times are washed with the sodium thiosulfate solution 300ml that massfraction is 1%, 3 times are washed again with water 300ml, then dried over anhydrous sodium carbonate is added 6 hours, filter, filtrate is revolved and is steamed removing ethyl acetate, 60 DEG C of oven dry, obtain red-brown powder, yield 26.0%.After measured, the fusing point of products obtained therefrom is 153 ~ 158 DEG C, consistent with the fusing point of iodine nitre phenol disclosed in document; The ripple layer chromatography of products obtained therefrom, ultraviolet absorption curve, high performance liquid chromatography are consistent with the corresponding spectrogram of iodine nitre phenol reference substance (animal pharmaceutical factory of Shenyang City) with mass spectrum.
Embodiment 10
By sodium iodide 3.0g and Textone 1.81g 100ml water dissolution, obtain solution A, by p-nitrophenol 0.695g 100ml dissolve with methanol, obtain solution B, solution A is mixed with solution B in rearmounted water-bath, hierarchy of control temperature is 25 DEG C, add hydrochloric acid (massfraction is the HCl aqueous solution of 37%) 1.667ml(sodium iodide, Textone, p-nitrophenol, the mol ratio of HCl is 4:4:1:4), after 25 DEG C of insulated and stirred react 40 minutes, by 1mol/LNaOH aqueous solution adjust ph to 4, continue 25 DEG C of insulated and stirred and react 30 minutes to reacting complete, reaction solution is left standstill, filter, after filter cake washes with water, the 100ml that adds water is resuspended, 3 times are extracted with ethyl acetate 100ml, merge 3 upper organic phase, 3 times are washed with the sodium thiosulfate solution 300ml that massfraction is 1%, 3 times are washed again with water 300ml, then dried over anhydrous sodium carbonate is added 6 hours, filter, filtrate is revolved and is steamed removing ethyl acetate, 60 DEG C of oven dry, obtain orange-yellow powder, yield 88.7%.After measured, the fusing point of products obtained therefrom is 153 ~ 158 DEG C, consistent with the fusing point of iodine nitre phenol disclosed in document; The ripple layer chromatography of products obtained therefrom, ultraviolet absorption curve, high performance liquid chromatography are consistent with the corresponding spectrogram of iodine nitre phenol reference substance (animal pharmaceutical factory of Shenyang City) with mass spectrum.
Embodiment 11
By sodium iodide 3.0g and Textone 1.81g 50ml water dissolution, obtain solution A, by p-nitrophenol 0.695g 50ml dissolve with methanol, obtain solution B, solution A is mixed with solution B in rearmounted water-bath, hierarchy of control temperature is 25 DEG C, add hydrochloric acid (massfraction is the HCl aqueous solution of 37%) 1.667ml(sodium iodide, Textone, p-nitrophenol, the mol ratio of HCl is 4:4:1:4), after 25 DEG C of insulated and stirred react 40 minutes, by 1mol/LNaOH aqueous solution adjust ph to 4, continue 25 DEG C of insulated and stirred and react 30 minutes to reacting complete, reaction solution is left standstill, filter, after filter cake washes with water, the 100ml that adds water is resuspended, 3 times are extracted with ethyl acetate 100ml, merge 3 upper organic phase, 3 times are washed with the sodium thiosulfate solution 300ml that massfraction is 1%, 3 times are washed again with water 300ml, then dried over anhydrous sodium carbonate is added 6 hours, filter, filtrate is revolved and is steamed removing ethyl acetate, 60 DEG C of oven dry, obtain orange-yellow powder, yield 89.6%.After measured, the fusing point of products obtained therefrom is 153 ~ 158 DEG C, consistent with the fusing point of iodine nitre phenol disclosed in document; The ripple layer chromatography of products obtained therefrom, ultraviolet absorption curve, high performance liquid chromatography are consistent with the corresponding spectrogram of iodine nitre phenol reference substance (animal pharmaceutical factory of Shenyang City) with mass spectrum.
Embodiment 12
By sodium iodide 3.0g and Textone 1.81g 25ml water dissolution, obtain solution A, by p-nitrophenol 0.695g 25ml dissolve with methanol, obtain solution B, solution A is mixed with solution B in rearmounted water-bath, hierarchy of control temperature is 25 DEG C, add hydrochloric acid (massfraction is the HCl aqueous solution of 37%) 1.667ml(sodium iodide, Textone, p-nitrophenol, the mol ratio of HCl is 4:4:1:4), after 25 DEG C of insulated and stirred react 40 minutes, by 1mol/LNaOH aqueous solution adjust ph to 4, continue 25 DEG C of insulated and stirred and react 30 minutes to reacting complete, reaction solution is left standstill, filter, after filter cake washes with water, the 100ml that adds water is resuspended, 3 times are extracted with ethyl acetate 100ml, merge 3 upper organic phase, 3 times are washed with the sodium thiosulfate solution 300ml that massfraction is 1%, 3 times are washed again with water 300ml, then dried over anhydrous sodium carbonate is added 6 hours, filter, filtrate is revolved and is steamed removing ethyl acetate, 60 DEG C of oven dry, obtain orange-yellow powder, yield 90.2%.After measured, the fusing point of products obtained therefrom is 153 ~ 158 DEG C, consistent with the fusing point of iodine nitre phenol disclosed in document; The ripple layer chromatography of products obtained therefrom, ultraviolet absorption curve, high performance liquid chromatography are consistent with the corresponding spectrogram of iodine nitre phenol reference substance (animal pharmaceutical factory of Shenyang City) with mass spectrum.
Embodiment 13
By sodium iodide 3.0g and Textone 1.81g 25ml water dissolution, obtain solution A, by p-nitrophenol 0.695g 25ml dissolve with methanol, obtain solution B, solution A is mixed with solution B in rearmounted water-bath, hierarchy of control temperature is 25 DEG C, add hydrochloric acid (massfraction is the HCl aqueous solution of 37%) 1.667ml(sodium iodide, Textone, p-nitrophenol, the mol ratio of HCl is 4:4:1:4), after 25 DEG C of insulated and stirred react 40 minutes, by 1mol/LNaOH aqueous solution adjust ph to 4, continue 25 DEG C of insulated and stirred and react 30 minutes to reacting complete, reaction solution is left standstill, filter, after filter cake washes with water, the 25ml that adds water is resuspended, 3 times are extracted with ethyl acetate 25ml, merge 3 upper organic phase, 3 times are washed with the sodium thiosulfate solution 75ml that massfraction is 1%, 3 times are washed again with water 75ml, then dried over anhydrous sodium carbonate is added 6 hours, filter, filtrate is revolved and is steamed removing ethyl acetate, 60 DEG C of oven dry, obtain orange-yellow powder, yield 90.0%.After measured, the fusing point of products obtained therefrom is 153 ~ 158 DEG C, consistent with the fusing point of iodine nitre phenol disclosed in document; The ripple layer chromatography of products obtained therefrom, ultraviolet absorption curve, high performance liquid chromatography are consistent with the corresponding spectrogram of iodine nitre phenol reference substance (animal pharmaceutical factory of Shenyang City) with mass spectrum.
What finally illustrate is, above preferred embodiment is only in order to illustrate technical scheme of the present invention and unrestricted, although by above preferred embodiment to invention has been detailed description, but those skilled in the art are to be understood that, various change can be made to it in the form and details, and not depart from claims of the present invention limited range.
Claims (10)
1. the synthetic method of iodine nitre phenol, is characterized in that: sodium iodide and the aqueous solution of Textone are mixed with the methanol solution of p-nitrophenol, and temperature control 0 ~ 50 DEG C adds hydrochloric acid reaction, obtained iodine nitre phenol.
2. the synthetic method of iodine nitre phenol according to claim 1, is characterized in that: the mol ratio of described sodium iodide, Textone, p-nitrophenol and HCl is 4:4:1:4.
3. the synthetic method of iodine nitre phenol according to claim 1, is characterized in that: in the aqueous solution of described sodium iodide and Textone, the concentration of sodium iodide is 0.2mol/L ~ 0.8mol/L, the concentration of Textone is 0.2mol/L ~ 0.8mol/L; In the methanol solution of described p-nitrophenol, the concentration of p-nitrophenol is 0.05mol/L ~ 0.2mol/L.
4. the synthetic method of iodine nitre phenol according to claim 1, is characterized in that: described hydrochloric acid to be massfraction be 37% the HCl aqueous solution.
5. the synthetic method of iodine nitre phenol according to claim 1, is characterized in that: temperature control 25 ~ 50 DEG C adds hydrochloric acid reaction.
6. the synthetic method of iodine nitre phenol according to claim 1, it is characterized in that: after completion of the reaction, left standstill by reaction solution, filter, filter cake washes with water, add water resuspended after be extracted with ethyl acetate, use sodium thiosulfate solution and water washing successively again, dried over anhydrous sodium carbonate is dewatered, and revolves and steams removing ethyl acetate, drying, obtained iodine nitre phenol.
7. the synthetic method of the iodine nitre phenol according to any one of claim 1 to 6, is characterized in that: regulate pH to 3 ~ 6 with aqueous sodium hydroxide solution during proximal response terminal, continues reaction to complete.
8. the synthetic method of iodine nitre phenol according to claim 7, is characterized in that: regulate pH to 4 ~ 5 with aqueous sodium hydroxide solution during proximal response terminal, continues reaction to complete.
9. the synthetic method of iodine nitre phenol according to claim 8, it is characterized in that: sodium iodide and the aqueous solution of Textone are mixed with the methanol solution of p-nitrophenol, temperature control 25 DEG C adds hydrochloric acid reaction 40 minutes, regulates pH to 4 with aqueous sodium hydroxide solution, continues reaction 30 minutes to complete; In the aqueous solution of described sodium iodide and Textone, the concentration of sodium iodide is 0.8mol/L, and the concentration of Textone is 0.8mol/L; In the methanol solution of described p-nitrophenol, the concentration of p-nitrophenol is 0.2mol/L.
10. the synthetic method of iodine nitre phenol according to claim 7, is characterized in that: the concentration of described aqueous sodium hydroxide solution is 1mol/L.
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