CN100424083C - Pyrimidine derivative compound and its preparing method - Google Patents
Pyrimidine derivative compound and its preparing method Download PDFInfo
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- CN100424083C CN100424083C CNB2006101247990A CN200610124799A CN100424083C CN 100424083 C CN100424083 C CN 100424083C CN B2006101247990 A CNB2006101247990 A CN B2006101247990A CN 200610124799 A CN200610124799 A CN 200610124799A CN 100424083 C CN100424083 C CN 100424083C
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Abstract
The invention is a pyridine derivative and the preparing methods thereof. And its name is 4,6-bis(3,5-dimethyl-1- pyrazolyl)-2-acetamide pyridine. And it has two preparing methods, both using 2-amido-4, 6- dichloropyrimidine as initial raw material and adopting microwave synthesis. And it has a wide potential use in the aspects of fluorescent materials, medicines, pesticides, materials, etc.
Description
Technical field
The invention belongs to a kind of pyrimidine derivative compound and preparation method thereof field.
Background technology
4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-are a kind of new pyrimidine derivative compounds, and up to the present this material and preparation method thereof, does not also have bibliographical information.
Summary of the invention
The purpose of this invention is to provide a kind of new pyrimidine derivative compound and preparation method thereof.This compound is a kind of industrial chemicals, has purposes widely, especially the application on fluorescent material, more outstanding, create a kind of advanced luminescent material, it is a kind of novel chelating agents, forming title complex with rare earth ion has good photoluminescent property, is a kind of very promising luminescent material.
The present invention has two contents:
1. summary of the invention 1:
(1) the present invention is a kind of pyrimidine derivative compound, and chemical name is 4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-;
(2) structural formula: molecular formula is C
16H
19ON
6
(3) physico-chemical property: outward appearance is a white solid; 219～221 ℃ of fusing points; Be soluble in chloroform, methyl alcohol and ethanol; Be insoluble to diluted acid; Be slightly soluble in toluene, ethyl acetate.
Use infrared spectra, UV spectrum and nucleus magnetic resonance
1H spectrum and
13The C spectrum is analyzed pyrimidine derivative compound of the present invention, and analytical results confirms that it is 4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-.
2. summary of the invention 2: the present invention 4, and two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-have two kinds all with 2-amino-4, and the 6-dichloro pyrimidine is a starting raw material, all adopts microwave synthetic preparation method.
2.1 one minute three step of preparation method is carried out
(1) with 2-amino-4, after 6-dichloro pyrimidine and diacetyl oxide and the acetate complete reaction, purified processing obtains 2-acetamido-4, the 6-dichloro pyrimidine;
(2) with 2-acetamido-4,6-dichloro pyrimidine and hydrazine hydrate carry out the microwave building-up reactions in microwave oven, microwave synthetic condition is: microwave power 180W, microwave time 5～8min, the adjusting microwave power is 360W, and microwave 8～12min reacts and finishes again, purified processing obtains 2-acetamido-4,6-two hydrazine pyrimidines;
(3) with 2-acetamido-4,6-two hydrazine pyrimidines and methyl ethyl diketone and rare perchloric acid carry out the microwave building-up reactions, microwave synthetic condition is: microwave power 180W, and microwave time 5～8min, the adjusting microwave power is 360W, microwave 8～12min again, reaction finishes, and purified processing obtains 4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-.
2.2 the preparation method carried out in two minutes three steps:
(1) with preparation method one (1);
(2) the 2-acetamido-4 that (1) is obtained with traditional heating method, 6-dichloro pyrimidine and Glacial acetic acid also feed bromize hydrogen gas and carry out bromo-reaction, reaction conditions is: be reflected in the stirring and carry out, temperature is at 100～120 ℃, time 2～6h, reaction finishes, and obtains 2-acetamido-4,6-two bromo pyrimi piperidines;
(3) with 2-acetamido-4,6-two bromo pyrimi piperidines and 3 and NaHCO
3Mixed in 1: 4: 2.5 in molar ratio and be dissolved in N, dinethylformamide and 1, in 10: 3 by volume the mixing solutions of 4-dioxane, carry out the microwave building-up reactions, microwave synthetic condition is: microwave power 160W, microwave time 13～18min, reaction finishes, obtain 4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-;
3. the present invention 4, the purposes of two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-.
4,6-is two, and (3,5-dimethyl-1-pyrazolyl)-2-acetamido pyrimidine is a kind of industrial chemicals, is having been widely used aspect medicine, agricultural chemicals, the material, and especially the application on fluorescent material is more outstanding.
Beneficial effect of the present invention provides a kind of new pyrimidine derivative compound 4, two (3,5-dimethyl-1-pyrazolyl)-2-acetamido pyrimidines of 6-and preparation method thereof.It is a kind of industrial chemicals, can be widely used in industries such as medicine, agricultural chemicals, material, especially aspect fluorescent material and the ecologic active research more outstanding using value is being arranged.
Description of drawings
Fig. 1 is the present invention 4, the intermediate product 4 of two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidine synthetic methods one of 6-, the infrared spectrogram of 6-two chloro-2-acetamido pyrimidines.
Fig. 2 is the present invention 4, the intermediate product 4 of two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidine synthetic methods two of 6-, the infrared spectrogram of 6-two bromo-2--acetamido pyrimidines.
Fig. 3 is the present invention 4, the infrared spectrogram of two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-.
Fig. 4 is the present invention 4, the intermediate product 4 of two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidine synthetic methods one of 6-, the ultraviolet spectrogram of 6-two chloro-2-acetamido pyrimidines.
Fig. 5 is the present invention 4, the ultraviolet spectrogram of two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-.
Fig. 6 is an intermediate product 4,6-two chloro-2-acetamido pyrimidine and the present invention 4, the comparison of the ultraviolet spectrogram of two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-.
Fig. 7 is the present invention 4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidine nucleus magnetic resonance of 6-
1H spectrum and structural analysis (containing HOAC).
Fig. 8 is the present invention 4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidine nucleus magnetic resonance of 6-
13C spectrum and structural analysis (containing HOAC).
Fig. 9 is the present invention 4, and the concentration of methanol solution of two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines (abbreviation part) of 6-is 1.0 * 10
-3The fluorescence spectrum figure of mol/L.
Figure 10 is part and rare earth Eu
3+By the title complex methanol solution that 2: 1 mol ratios are mixed with, concentration is 1.0 * 10
-5The fluorescence spectrum figure of mol/L.
Figure 11 is rare earth Eu
3+Concentration of methanol solution be 1.0 * 10
-3The fluorescence spectrum figure of mol/L.
Embodiment
The present invention 4, two (3,5-dimethyl-1-pyrazolyl)-2-acetamido pyrimidines of 6-and preparation method thereof.
1.4, two (3,5-dimethyl-1-pyrazolyl)-2-acetamido pyrimidine and the affirmations of 6-
1.1 chemical name is 4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-
Molecular formula: C
16H
19ON
6
Structural formula:
Physico-chemical property: outward appearance: white solid; Tasteless; 219～221 ℃ of fusing points; Be soluble in methyl alcohol, ethanol and chloroform, be insoluble to diluted acid and sherwood oil; Be slightly soluble in toluene, ethyl acetate.
1.2 the present invention 4, the affirmation of two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-:
The present invention infrared spectra, UV spectrum and nucleus magnetic resonance
1H spectrum and
13The C spectrum is analyzed pyrimidine derivative compound of the present invention, and analytical results confirms that it is 4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-.Make a concrete analysis of as follows.
(1) use Infrared spectroscopy:
In preparation 4, in the process of two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidine methods one of 6-, intermediate product 4, the infrared spectra of 6-two chloro-2-acetamido pyrimidines is as shown in Figure 1.4, the spectrum analysis of 6-two chloro-2-acetamido pyrimidines (intermediate product): at 3250cm
-1There is the stretching vibration absorption peak of the associating amino of N-H at the place, at 2870～2960cm
-1The methyl stretching vibration peak at place is at 1685cm
-1There is the stretching vibration peak of C=O at the place, 1560,1600cm
-1There is the charateristic avsorption band of pyrimidine ring at the place; 1380,1450cm
-1Near methyl flexural vibration peak appears, 605cm
-1There is the stretching vibration peak of C-Cl at the place.
In preparation 4, in the process of two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidine method twos of 6-, intermediate product 4, the infrared spectrogram of 6-two bromo-2-acetamido pyrimidines is as shown in Figure 2.4,6-two bromo-2-acetamido pyrimidine (intermediate product) spectrum analysis: 3300,3400cm
-1There is the stretching vibration absorption peak of the amino of N-H at the place, at 2790～2920cm
-1The methyl stretching vibration peak at place is at 1695cm
-1There is the stretching vibration peak of C=O at the place, 1500,1640cm
-1There is the charateristic avsorption band of pyrimidine ring at the place, 1360,1440cm
-1Near methyl flexural vibration peak appears, 540cm
-1There is the stretching vibration peak of C-Br at the place.
The present invention 4, the infrared spectrogram of two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-as shown in Figure 3, spectrum analysis: at 2870～2960cm
-1The methyl stretching vibration peak at place is at 3210cm
-1The place has=characteristic peak of C-H, at 1630cm
-1There is the characteristic peak of C=O at the place, 1550,1600cm
-1There is a pyrimidine ring characteristic peak at the place, 1380,1440cm
-1There is methyl flexural vibration peak at the place.Tentatively can infer 4 from spectrogram, the Cl on 4,6 of 6-two chloro-2-acetamido pyrimidines is replaced by 3.
(2) use ultraviolet spectral analysis
For whether the conjugated system of further understanding the material that generates changes, we have also carried out ultraviolet spectral analysis.If it is big that conjugated system becomes, then the absorption peak of the material of Sheng Chenging can become greatly, and red shift can take place in the position at peak.
Fig. 4 is the present invention 4,6-two (3,5-dimethyl-1-pyrazolyl)-intermediate product 4 in the 2-acetamido pyrimidine preparation process, the ultraviolet spectrogram of 6-two chloro-2-acetamido pyrimidines, from Fig. 4, we know at 200～220nm and 225～250nm place absorption peak is arranged, and the maximum absorption degree is all above 1.5.Fig. 5 is 4, and as seen the ultraviolet spectrogram of two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines (final product) of 6-has absorption peak at 225～260nm and 300～325nm from Fig. 5, and the maximum absorption degree is 1.0.Fig. 6 is the comparison diagram of intermediate product and final product ultraviolet spectrogram, red shift can take place by the position that relatively can know the peak by inference, the conjugated system that generates final product is not than big (because make the concentration of intermediate product and product the same when measuring, so the size of can not dividing conjugated system from their height at peak) of intermediate product.
(3) use nucleus magnetic resonance
1The H spectrum,
13The C spectrum is to pyrimidine derivative compound structural analysis of the present invention.
The present invention 4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidine nucleus magnetic resonance of 6-
1The H spectrum is measured and is carried out structural analysis as shown in Figure 7.
The present invention 4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidine nucleus magnetic resonance of 6-
13The C spectrum is measured and is carried out structural analysis as shown in Figure 8.
The structural analysis of Fig. 7 and Fig. 8 is identical, has confirmed the present invention 4, two (3,5-dimethyl-1-pyrazolyl)-structures of 2-acetamido pyrimidine of 6-such as the structural formula among Fig. 7, Fig. 8.
2.4, the preparation method of two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-.
Have two kinds all with 2-amino-4, the 6-dichloro pyrimidine is starting raw material preparation 4, the method for two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-.
The present invention prepares with material name, specification: used chemical is except that hydrazine hydrate (80%) is chemical pure, and other are analytical pure.
The present invention prepares with instrument, device name, specification, the place of production:
Microwave oven model WD900G (900W)
Infrared spectrometer model MAGNA-IR550 U.S. Buddhist nun high-tensile strength company produces
Ultraviolet spectrometer model 916 types Australia GBC company produces
The nuclear magnetic resonance spectrometer Brooker,Switzerland
Fluorescence radiation photometer model LS-55 U.S. PE company produces
2.1 the preparation method one: adopt microwave synthesis method,
Reaction equation:
Preparation process is as follows:
(1) at the bottom of being arranged, the garden of reflux adds an amount of 2-amino-4 in the flask respectively, 6-dichloro pyrimidine, diacetyl oxide, and addend drips the vitriol oil and makes catalyzer again, reacts, the 20～30min that refluxes, adularescent solids in flask at the bottom of the garden.Behind cold filtration, use ethyl alcohol recrystallization.Obtain 2-acetamido-4 after the drying, the 6-dichloro pyrimidine.
(2) claim a certain amount of 2-acetamido-4, the 6-dichloro pyrimidine is in flask at the bottom of the garden, add an amount of hydrazine hydrate, install reflux condensing tube, put into microwave oven, firepower with 180W reacts 3～10min earlier, with firepower reaction 5～12min of 360W, after cooling, the filtration, carry out recrystallization again with ethanol, obtain 2-acetamido-4 after the drying, 6-two hydrazine pyrimidines.
(3) with 2-acetamido-4,6-two hydrazine pyrimidines change at the bottom of the garden in the flask again, add a certain amount of methyl ethyl diketone and rare perchloric acid.Install reflux condensing tube, put into microwave oven (power 900W), firepower with 180W reacts 3～10min by it earlier, with firepower reaction 5～12min of 360W, reaction finishes, and cools off, filters the back ethyl alcohol recrystallization again, drying obtains white solid thing 4 after filtration, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-, overall yield reaches 70%.
2.2 the preparation method two: carry out the bromo reaction with the traditional heating method earlier, carry out the N-alkylated reaction with microwave synthesis method again.
Reaction equation:
Preparation process is as follows:
(1) with method one (1)
(2) bromo-reaction, with a certain amount of 2-acetamido-4,6-dichloro pyrimidine and an amount of Glacial acetic acid are put into four-hole bottle, the conduit of receive shape prolong and feeding bromize hydrogen gas.The oil bath heating, temperature is controlled at 100～120 ℃, magnetic agitation 2～6h begins to have light-yellow precipitate to produce when reacting to 3h, becomes more and more thinner with precipitating of reaction, react postcooling to the room temperature that finishes and put into ice-water bath again, at this moment there is more precipitation to produce suction filtration, dry cake, the filtrate decompression evaporate to dryness is got light yellow solid 2-acetamido-4,6-two bromo pyrimi piperidines.
(3) N-alkylated reaction: with 2-acetamido-4,6-two bromo pyrimi piperidines, 3, NaHCO
3In (mixing in 1: 4: 2.5 in molar ratio) single neck round-bottomed flask of packing into, add DMF and 1,4-dioxane (measuring in 10: 3 by volume), distant even, put into the microwave oven that has reflux condensing tube, firepower 160W, heating 13～18min, cold filtration, change mother liquor over to the decompression rotatory evaporator 1,4-dioxane evaporate to dryness, residue DMF solution is taken out of with the ethyl acetate distillation, and cooling obtains light yellow solid, with the Petroleum ether extraction unreacted intact 3, the 5-dimethyl pyrazole perhaps adds 5%HCl solution and removes 3, obtain purer 4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidine products of 6-, fusing point: 220 ℃.
3. the present invention 4, the purposes of two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-.
4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-are having purposes widely aspect fluorescent material, medicine, agricultural chemicals and the ecologic active research.
4, two (3,5-dimethyl-1-the pyrazolyl)-application of 2-acetamido pyrimidine aspect fluorescent material of 6-: 4,6-two (3,5-dimethyl-1-pyrazolyl)-the no photoluminescent property of 2-acetamido pyrimidine (calling part in the following text) self, as shown in Figure 9: be that (concentration is 1.0 * 10 for the methanol solution of part
-3Mol/L.But itself and alkene soil Eu
3+, Tb
3+Mix the title complex that obtains by certain molar ratio and have good photoluminescent property, the fluorescence of this title complex is better than single rare-earth luminescent material.As shown in figure 10, Figure 10 is part and Eu
3+The fluorescence spectrum figure of title complex in methyl alcohol.The preparation Eu of complex solution
3+: part=1: 2 (mol ratio), concentration are 1.0 * 10
-5Mol/L.The figure left side is an excitation spectrum, and the right is an emmission spectrum.The climax on the right is the fluorescence emission peak of title complex, and its fluorescence intensity is very big, about 460.Figure 11 is rare earth Eu
3+Methanol solution, concentration are 1.0 * 10
-3The fluorogram of mol/L, from Figure 11 as seen: the climax on the right is the frequency multiplication peak the figure, is not emission peak, and the small peak on next door, climax, limit is only fluorescence emission peak in addition, and its fluorescence intensity is very little, is about 15.So the fluorescence of title complex also is better than single rare earth fluorescent material (annotate: this fluorescent material is formulated in the middle record of patent of invention " a kind of fluorescent material composition of pyrimidine derivative compound " of the apparent flood of the Yin of Guangxi National Univ. on October 14th, 2006, Feng Ning application).
Concrete experimental technique
Embodiment 1.(preparation method one)
Preparation process is as follows:
(1) the 2-amino-4 of weighing 15g, 6-dichloro pyrimidine add the acetate of 60ml diacetyl oxide and 30ml in the round-bottomed flask of taking back the stream device, add 3 vitriol oils in addition as catalyzer, and backflow 30min obtains white solid.Use ethyl alcohol recrystallization through cooling, after filtering, more after filtration, after the drying, obtain intermediate product 2-acetamido-4, the 6-dichloro pyrimidine.
(2) claim 1.5g gained intermediate product in the round-bottomed flask of taking back the stream device, add 30～40ml hydrazine hydrate, get flask and put into microwave oven,, with the firepower reaction 8～12min of 360W power microwave, react and finish again earlier with 180W power microwave 5～8min.Cooling is filtered the back and is carried out recrystallization with ethanol, after filtration, obtain 2-acetamido-4,6-two hydrazine pyrimidines after the drying.
(3) with the 2-acetamido-4 that obtains, 6-two hydrazine pyrimidines change round-bottomed flask again over to, add 30ml methyl ethyl diketone and the rare perchloric acid of 40ml, put into microwave oven, use 360W power microwave 8～12min again instead earlier with 180W power microwave 5～8min, cooling, after the filtration, use ethyl alcohol recrystallization, drying obtains the solid product 4 of white, two (3,5-dimethyl-1 hydrogen-the pyrazolyl)-2-acetamido pyrimidine 2.35g of 6-.Overall yield reaches 70%.White solid, tasteless, be soluble in chloroform, methyl alcohol, ethanol.Fusing point: 219-221 ℃.
Embodiment 2 (preparation method two)
Experimental procedure is as follows:
(1) with (1) operation of preparation method one, obtains 2-acetamido-4, the 6-dichloro pyrimidine.
(2) bromo-reaction: claim 6g 2-acetamido-4,6-dichloro pyrimidine and 60ml Glacial acetic acid are put into the four-hole bottle of 500ml, on receive shape prolong and feed the conduit of bromize hydrogen gas, the oil bath heating, temperature is controlled at about 110 ℃, magnetic agitation 4h, when reacting, begin to have light-yellow precipitate to produce, become more and more thinner, react postcooling to the room temperature that finishes and put into ice-water bath again with precipitating of reaction to 3h, at this moment there is more precipitation to produce, suction filtration, dry cake gets light yellow solid with the filtrate decompression evaporate to dryness: 2-acetamido-4,6-two bromo pyrimi piperidine 6.8g, productive rate is 80%.
(3) N-alkylated reaction: claim 1.3g (0.0066mol) 2-acetamido-4,6-two bromo pyrimi piperidines, 2.5g (0.0264mol) 3,1.3g (0.0165mol) NaHCO
3In the single neck round-bottomed flask of (mixing in 1: 4: the 2.5 in molar ratio) 250mL that packs into, add N, dinethylformamide (DMF) 38mL and 1,4-dioxane 12ml (measuring in 10: 3 by volume), distant even, put into microwave oven, install reflux condensing tube, with 160W power microwave 13～18min, cold filtration changes mother liquor over to the decompression rotatory evaporator 1,4-dioxane evaporate to dryness, residue DMF solution is taken out of with the ethyl acetate distillation, refrigerative is to light yellow solid, with the intact 3 of Petroleum ether extraction unreacted, perhaps add 5%HCl solution and remove 3, the 5-dimethyl pyrazole obtains than straight product: 4, and 6-two (3,5-dimethyl-1-pyrazolyl)-and 2-acetamido pyrimidine white solid 0.8g, productive rate is 60%.Fusing point: 219-221 ℃, tasteless, be insoluble to diluted acid, be slightly soluble in toluene, ethyl acetate.
Claims (3)
1. pyrimidine derivative compound is characterized in that:
(1) chemical name of this pyrimidine derivative compound is 4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-;
(2) the structural formula molecular formula is C
16H
19ON
7
(3) physico-chemical property: outward appearance is a white solid, and 219～221 ℃ of fusing points are tasteless, are soluble in methyl alcohol, ethanol and chloroform, are insoluble to diluted acid and sherwood oil, are slightly soluble in toluene and ethyl acetate.
2. the preparation method of a pyrimidine derivative compound is characterized in that comprising following three steps:
(1) with 2-amino-4, after 6-dichloro pyrimidine and diacetyl oxide and the acetate complete reaction, purified processing obtains 2-acetamido-4, the 6-dichloro pyrimidine;
(2) with 2-acetamido-4,6-dichloro pyrimidine and hydrazine hydrate carry out the microwave building-up reactions in microwave oven, microwave synthetic condition is: microwave power 180W, microwave time 5～8min, the adjusting microwave power is 360W, and microwave 8～12min reacts and finishes again, purified processing obtains 2-acetamido-4,6-two hydrazine pyrimidines;
(3) with 2-acetamido-4,6-two hydrazine pyrimidines and methyl ethyl diketone and rare perchloric acid carry out the microwave building-up reactions, microwave synthetic condition is: microwave power 180W, and microwave time 5～8min, the adjusting microwave power is 360W, microwave 8～12min again, reaction finishes, and purified processing obtains 4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-.
3. the preparation method of a pyrimidine derivative compound is characterized in that comprising following three steps:
(1) with 2-amino-4, after 6-dichloro pyrimidine and diacetyl oxide and the acetate complete reaction, purified processing obtains 2-acetamido-4, the 6-dichloro pyrimidine;
(2) the 2-acetamido-4 that (1) is obtained with the oil bath heating method, 6-dichloro pyrimidine and Glacial acetic acid also feed bromize hydrogen gas and carry out bromo-reaction, reaction conditions is: be reflected in the stirring and carry out, temperature is at 100～120 ℃, time 2～6h, reaction finishes, and obtains 2-acetamido-4,6-two bromo pyrimi piperidines;
(3) with 2-acetamido-4,6-two bromo pyrimi piperidines and 3 and NaHCO
3Mixed in 1: 4: 2.5 in molar ratio and be dissolved in N, N dimethyl formamide and 1, in 10: 3 by volume the mixing solutions of 4 one dioxane, carry out the microwave building-up reactions, microwave synthetic condition is: microwave power 160W, microwave time 13～18min, reaction finishes, obtain 4, two (3,5-dimethyl-1-the pyrazolyl)-2-acetamido pyrimidines of 6-.
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4849424A (en) * | 1986-08-05 | 1989-07-18 | Nissin Shokuhin Kabushiki Kaisha | Pyrimidine derivatives |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4849424A (en) * | 1986-08-05 | 1989-07-18 | Nissin Shokuhin Kabushiki Kaisha | Pyrimidine derivatives |
Non-Patent Citations (2)
| Title |
|---|
| 2,6-双(3,5-二甲基吡唑基)吡啶稀土配合物的合成与荧光性质. 冯宇，尹显洪，刁开盛.广西民族学院学报(自然科学版)，第12卷第1期. 2006 |
| 2,6-双(3,5-二甲基吡唑基)吡啶稀土配合物的合成与荧光性质. 冯宇，尹显洪，刁开盛.广西民族学院学报(自然科学版)，第12卷第1期. 2006 * |
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