CN104387334A - Synthetic process of 2-amino-4-methoxy-6-methyl s-triazine - Google Patents
Synthetic process of 2-amino-4-methoxy-6-methyl s-triazine Download PDFInfo
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- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
- C07D251/16—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to only one ring carbon atom
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Abstract
The invention discloses a synthetic process of 2-amino-4-methoxy-6-methyl s-triazine. The key points of the technical scheme of the invention lie in that the synthetic process of 2-amino-4-methoxy-6-methyl s-triazine comprises the following steps: putting methyl alcohol into a reaction kettle, adding dicyandiamide, zinc acetate and copper acetate for reacting to generate copper/zinc salt, adding acetic anhydride for condensation reaction, carrying out distillation at reduced pressure to obtain a crude product, and finally performing acid dissolution and soap graining by alkali for refining to obtain the product. The synthetic process of 2-amino-4-methoxy-6-methyl s-triazine has the advantages as follows: zinc acetate does not contain crystal water and is not required to be dried, so that the drying quantity is reduced, the operating cost of the equipment is reduced, the zinc acetate is colorless, so that the product is convenient to wash, the water resources are economized, the production cost is reduced, the operation is simple and convenient, the quality is good, no waste residue and water gas are generated in the production process, and environmental friendliness is achieved.
Description
Technical field
The invention belongs to the chemosynthesis technical field of s-triazine, be specifically related to a kind of synthesis technique of 2-amino-4-methoxyl-6-methyl s-triazine.
Background technology
2-amino-4-methoxyl-6-methyl s-triazine is the key intermediate of the agricultural chemicals such as ultra-high efficiency cornfield herbicidal metsulfuronmethyl, thifensulfuron methyl, triasulfuron.The method of bibliographical information synthesis 2-amino-4-methoxyl-6-methyl s-triazine mainly contains following several: (1) methylates through Grignard with cyanuric chloride, then through ammonification, methoxylation; (2) react with amidino groups-O-methyl-isourea hydrochloride and N-cyano group ethyliminum ester; (3) react with amidino groups-O-methylsulfuric acid hydrogen methyl esters isourea salt and N-cyano group ethyliminum ethyl ester; (4) react with N-cyano group ethyliminum and cyanogen ammonification sodium; (5) react with N-cyanimino sulfur alcohol potassium and chlorine imino-ethamine, then react with hydrogen sulfide; (6) Dyhard RU 100 and methyl alcohol react, then with excess acetyl chloride.It is expensive to there is cost of material in front Lung biopsy, and production cost is high, complicated operation, and not easily industry changes into product.Current domestic main employing Dyhard RU 100 and methyl alcohol react, then prepare 2-amino-4-methoxyl-6-methyl s-triazine with excess acetyl chloride, and the method has two kinds of catalyst system: one is nitrate catalyst system, and another kind is hydrochloride catalyst system.What nitrate catalyst system adopted is zinc nitrate, and zinc nitrate contains six crystal water, if do not dewater, active low, reaction hard going, needs temperature very high during dehydration, and is easy to side reaction occur, if grasp bad, product viscosity is large, and easily moisture absorption, operation easier is large.What hydrochloride system adopted is cupric chloride, needs to use hydrogen sulfide in reaction process, easily causes environmental pollution, and cost up, CuS precipitation is difficult removing also.In addition, these two kinds of catalyst system all employ Acetyl Chloride 98Min., because of exothermic heat of reaction, strictly must control low temperature and rate of addition.Existence in view of above-mentioned defect makes existing s-triazine synthesize and receive limitation to a certain extent in industrial applications, therefore needs to make improvements.
Summary of the invention
The technical problem that the present invention solves there is provided a kind of simple to operate, with low cost and synthesis technique of eco-friendly 2-amino-4-methoxyl-6-methyl s-triazine.
Technical scheme of the present invention is: a kind of synthesis technique of 2-amino-4-methoxyl-6-methyl s-triazine, is characterized in that comprising the following steps:
1, crude product preparation process
(1) mantoquita/zinc salt preparation: drop into methyl alcohol in a kettle., vacuum feeding, add Dyhard RU 100 and zinc acetate/neutralized verdigris catalyst system again, be warming up to 50-55 DEG C of backflow 3-5h, be cooled to 40 DEG C of blowings again, whizzer dries, filter cake dry for standby, (2) condensation reaction: suction acetic anhydride in a kettle., under stirring, add the filter cake that previous step is dried, be warming up to 118-122 DEG C of insulation 35min, be cooled to 80-90 DEG C again, suction filtration, filtrate is poured in still kettle, filter cake dry for standby, (3) underpressure distillation: the still kettle that previous step filtrate is housed is warming up to 80-95 DEG C, vacuum tightness-0.98MPa, after distillation, be cooled to 60 DEG C, add liquid caustic soda and water again, be warmed up to 92-95 DEG C, insulation 1-3h, be cooled to 40-50 DEG C again, rejection filter, washing is to neutral, add ammoniacal liquor and water, wash neutrality with water, dry, dry to obtain crude product,
2, treating process
(1) acid-soluble: in a kettle., drop into crude product, when being cooled to 0-5 DEG C, add the hydrochloric acid soln that mass concentration is 30%, until entirely molten, keep 0-5 DEG C, add gac, stir, then continuous suction filtration, (2) alkali is analysed: when 12-15 DEG C, drip liquid caustic soda to stop to during pH=3.1-3.9, suction filtration, dry, obtain finished product, content is 98%-99%.
In zinc acetate of the present invention/neutralized verdigris catalyst system, the mass ratio of zinc acetate and neutralized verdigris is m(zinc acetate): m(neutralized verdigris)=1:0.5-2.
The present invention compared with prior art has the following advantages: 1. zinc acetate is not containing crystal water, need not dry, decrease oven dry amount, reduce equipment running cost; 2. zinc acetate is colourless, and product rinses well, saves water source, reduces production cost; 3. loss reduces, and production cost is low, easy and simple to handle, quality of finished product good; 4. produce without waste residue and waste gas in production process, environmentally friendly.
Accompanying drawing explanation
Fig. 1 is the infrared spectrogram of the 2-amino-4-methoxyl-6-methyl s-triazine that the embodiment of the present invention 1 obtains, Fig. 2 is the 1H NMR collection of illustrative plates of the 2-amino-4-methoxyl-6-methyl s-triazine that the embodiment of the present invention 1 obtains, and Fig. 3 is the 13C NMR collection of illustrative plates of the 2-amino-4-methoxyl-6-methyl s-triazine that the embodiment of the present invention 1 obtains.
Embodiment
Be described in further details foregoing of the present invention by the following examples, but this should be interpreted as that the scope of the above-mentioned theme of the present invention is only limitted to following embodiment, all technology realized based on foregoing of the present invention all belong to scope of the present invention.
Embodiment 1
1, crude product preparation
(1) mantoquita/zinc salt preparation: drop into 700kg methyl alcohol in 2000L reactor, vacuum feeding, then add 200kg Dyhard RU 100,100kg zinc acetate and 100kg neutralized verdigris (first drying), be warming up to 55 DEG C, reflux 3 hours, then be cooled to 40 DEG C of blowings, whizzer dries, filter cake dry for standby.
(2) condensation reaction: suction acetic anhydride 600kg in 3000L reactor, under stirring, add the filter cake 400kg that previous step is dried, be slowly warming up to 95 DEG C, stop logical steam, be warming up to 118-122 DEG C, be incubated 35 minutes, then cool to 90 DEG C, suction filtration, filtrate is poured in 1000L still kettle, filter cake dry for standby.
(3) underpressure distillation: the still kettle that previous step filtrate is housed is heated up, temperature 80 DEG C, vacuum tightness-0.98MPa, when steaming 400kg, be cooled to 60 DEG C, then add liquid caustic soda 275kg and water 500kg, be warmed up to 92-95 DEG C, be incubated 1 hour, then be cooled to 40 DEG C, rejection filter, washing, to neutral, add 5kg ammoniacal liquor and 45kg water, washes neutrality with water, dry, dry to obtain crude product.
2, treating process
(1) acid-soluble: in 2000L still, add 1000L water, drop into crude product 100kg, 0 DEG C time, add the hydrochloric acid soln 300kg that mass concentration is 30%, until entirely molten, keep 0 DEG C, add 50kg gac, stir 60 minutes, then continuous suction filtration.
(2) alkali is analysed: 12 DEG C time, drip liquid caustic soda stop to during pH=3.1, suction filtration, dry, obtain finished product, content is 98%.
Fig. 1 is the IR figure of obtained 2-amino-4-methoxyl-6-methyl s-triazine, 3324cm-as seen from the figure
1, 3142cm
-1it is the charateristic avsorption band of amino N-H stretching vibration; 1060cm
-1and 1566cm
-1it is the charateristic avsorption band of phenyl ring C-C key stretching vibration.Fig. 2 is the hydrogen nuclear magnetic resonance spectrogram of obtained 2-amino-4-methoxyl-6-methyl s-triazine, 1H NMR (400 MHz, DMSO) δ 7.32 (d, J=13.4 Hz, 2H), 3.78 (s, 3H), 2.19 (s, 3H), 7.32ppm as seen from the figure bimodal is the characteristic peak of amino hydrogen; 3.78ppm unimodal is the characteristic peak of methyl hydrogen on methoxyl group; 2.19ppm unimodal is the characteristic peak of methyl hydrogen on triazine heterocycle.Fig. 3 is the carbon-13 nmr spectra figure of obtained 2-amino-4-methoxyl-6-methyl s-triazine, 13C NMR (101 MHz, DMSO) δ 177.3,171.1,168.6,54.2,25.3., 177.3ppm, 171.1ppm, 168.6ppm are the characteristic peaks of carbon on triazine heterocycle as seen from the figure; 54.2 is the characteristic peaks of carbon on methoxyl group; 25.3 is the characteristic peaks of methyl on triazine heterocycle.
Embodiment 2
1, crude product preparation
(1) mantoquita/zinc salt preparation: drop into 700kg methyl alcohol in 2000L reactor, vacuum feeding, then add 200kg Dyhard RU 100,200kg zinc acetate and 100kg neutralized verdigris (first drying), be warming up to 55 DEG C, reflux 3 hours, then be cooled to 40 DEG C, blowing, whizzer dries, filter cake dry for standby.
(2) condensation reaction: suction acetic anhydride 745kg in 2000L reactor, under stirring, add the filter cake 400kg that previous step is dried, be slowly warming up to 95 DEG C, stop logical steam, be warming up to 118-122 DEG C, be incubated 35 minutes, then cool to 90 DEG C, suction filtration, filtrate is poured in 1000L still kettle, filter cake dry for standby.
(3) underpressure distillation: the still kettle that previous step filtrate is housed is heated up, temperature 85 DEG C, vacuum tightness-0.98MPa, when steaming 400kg, be cooled to 60 DEG C, then add liquid caustic soda 275kg and water 500kg, be warmed up to 92-95 DEG C, be incubated 1 hour, then drop to 50 DEG C, rejection filter, washing, to neutral, add 5kg ammoniacal liquor and 45kg water, washes neutrality with water, dry, dry to obtain crude product.
2, treating process
(1) acid-soluble: in 2000L still, add 2000L water, drop into crude product 100kg, 0 DEG C time, add the hydrochloric acid soln 300kg that mass concentration is 30%, until entirely molten, keep 0 DEG C, add 30kg gac, stir 60 minutes, then continuous suction filtration.
(2) alkali is analysed: 13 DEG C time, drip liquid caustic soda stop to during pH=3.3, suction filtration, dry, obtain finished product, content is 99%.
Embodiment 3
1, crude product preparation
(1) mantoquita/zinc salt preparation: drop into 700kg methyl alcohol in 2000L reactor, vacuum feeding, then add 300kg Dyhard RU 100,200kg zinc acetate and 100kg neutralized verdigris (first drying), be warming up to 50 DEG C, reflux 5 hours, then be cooled to 40 DEG C of blowings, whizzer dries, filter cake dry for standby.
(2) condensation reaction: suction acetic anhydride 745kg in 2000L reactor, under stirring, add the filter cake 300kg that previous step is dried, be slowly warming up to 95 DEG C, stop logical steam, be warming up to 118-122 DEG C, be incubated 35 minutes, then cool to 90 DEG C, suction filtration, filtrate is poured in 1000L still kettle, filter cake dry for standby.
(3) underpressure distillation: the still kettle that previous step filtrate is housed is heated up, temperature 90 DEG C, vacuum tightness-0.98MPa, when steaming 400kg, be cooled to 60 DEG C, then add liquid caustic soda 275kg and water 400kg, be warmed up to 92-95 DEG C, be incubated 2 hours, then be cooled to 40 DEG C, rejection filter, washing, to neutral, add 5kg ammoniacal liquor and 35kg water, washes neutrality with water, dry, dry to obtain crude product.
2, treating process
(1) acid-soluble: in 2000L still, add 2000L water, drop into crude product 250kg, 0 DEG C time, add the hydrochloric acid soln 300kg that mass concentration is 30%, until entirely molten, keep 0 DEG C, add 50kg gac, stir 60 minutes, then continuous suction filtration.
(2) alkali is analysed: 14 DEG C time, drip liquid caustic soda stop to during pH=3.4, suction filtration, dry, obtain finished product, content is 98%.
Embodiment 4
1, crude product preparation
(1) mantoquita/zinc salt preparation: drop into 800kg methyl alcohol in 2000L reactor, vacuum feeding, then add 200kg Dyhard RU 100,200kg zinc acetate and 100kg neutralized verdigris (first drying), be warming up to 55 DEG C, reflux 3 hours, then be cooled to 40 DEG C, blowing, whizzer dries, filter cake dry for standby.
(2) condensation reaction: suction acetic anhydride 725kg in 2000L reactor, under stirring, add the filter cake 300kg that previous step is dried, be slowly warming up to 95 DEG C, stop logical steam, be warming up to 118-122 DEG C, be incubated 35 minutes, then cool to 80 DEG C, suction filtration, filtrate is poured in 1000L still kettle, filter cake dry for standby.
(3) underpressure distillation: the still kettle that previous step filtrate is housed is heated up, temperature 80 DEG C, vacuum tightness-0.98MPa, when steaming 400kg, be cooled to 60 DEG C, then add liquid caustic soda 375kg and water 500kg, be warmed up to 92-95 DEG C, be incubated 1 hour, then drop to 40 DEG C, rejection filter, washing, to neutral, add 5kg ammoniacal liquor and 45kg water, washes neutrality with water, dry, dry to obtain crude product.
2, treating process
(1) acid-soluble: in 3000L still, add 2000L water, drop into crude product 200kg, 0 DEG C time, add the hydrochloric acid soln 300kg that mass concentration is 30%, until entirely molten, keep 0 DEG C, add 30kg gac, stir 60 minutes, then continuous suction filtration.
(2) alkali is analysed: 15 DEG C time, drip liquid caustic soda stop to during pH=3.5, suction filtration, dry, obtain finished product, content is 99%.
Embodiment 5
1, crude product preparation
(1) mantoquita/zinc salt preparation: drop into 800kg methyl alcohol in 2000L reactor, vacuum feeding, then add 200kg Dyhard RU 100,200kg zinc acetate and 200kg neutralized verdigris (first drying), be warming up to 55 DEG C, reflux 3 hours, then be cooled to 40 DEG C, blowing, whizzer dries, filter cake dry for standby.
(2) condensation reaction: suction acetic anhydride 745kg in 2000L reactor, under stirring, add the filter cake 400kg that previous step is dried, be slowly warming up to 95 DEG C, stop logical steam, be warming up to 118-122 DEG C, be incubated 35 minutes, then cool to 90 DEG C, suction filtration, filtrate is poured in 1000L still kettle, filter cake dry for standby.
(3) underpressure distillation: the still kettle that previous step filtrate is housed is heated up, temperature 80 DEG C, vacuum tightness-0.98MPa, when steaming 300kg, be cooled to 60 DEG C, then add liquid caustic soda 275kg and water 500kg, be warmed up to 92-95 DEG C, be incubated 1 hour, then be cooled to 40 DEG C, rejection filter, washing, to neutral, add 10kg ammoniacal liquor and 35kg water, washes neutrality with water, dry, dry to obtain crude product.
2, treating process
(1) acid-soluble: in 3000L still, add 2000L water, drop into crude product 200kg, 0 DEG C time, add the hydrochloric acid soln 300kg that mass concentration is 30%, until entirely molten, keep 0 DEG C, add 30kg gac, stir 60 minutes, then continuous suction filtration.
(2) alkali is analysed: 14 DEG C time, drip liquid caustic soda stop to during pH=3.6, suction filtration, dry, obtain finished product, content is 99%.
Embodiment 6
1, crude product preparation
(1) mantoquita/zinc salt preparation: drop into 800kg methyl alcohol in 3000L reactor, vacuum feeding, then add 200kg Dyhard RU 100,200kg zinc acetate and 200kg neutralized verdigris (first drying), be warming up to 55 DEG C, reflux 3 hours, then be cooled to 40 DEG C, blowing, whizzer dries, filter cake dry for standby.
(2) condensation reaction: suction acetic anhydride 745kg in 2000L reactor, under stirring, add the filter cake 400kg that previous step is dried, be slowly warming up to 95 DEG C, stop logical steam, be warming up to 118-122 DEG C, be incubated 30 minutes, then cool to 90 DEG C, suction filtration, filtrate is poured in 1000L still kettle, filter cake dry for standby.
(3) underpressure distillation: the still kettle that previous step filtrate is housed is heated up, temperature 80 DEG C, vacuum tightness-0.98MPa, when steaming 400kg, be cooled to 60 DEG C, then add liquid caustic soda 250kg and water 500kg, be warmed up to 92-95 DEG C, be incubated 1 hour, then drop to 40 DEG C, rejection filter, washing, to neutral, add 10kg ammoniacal liquor and 45kg water, washes neutrality with water, dry, dry to obtain crude product.
2, treating process
(1) acid-soluble: in 3000L still, add 2000L water, drop into crude product 200kg, 5 DEG C time, add the hydrochloric acid soln 300kg that mass concentration is 30%, until entirely molten, keep 5 DEG C, add 30kg gac, stir 60 minutes, then continuous suction filtration.
(2) alkali is analysed: 13 DEG C time, drip liquid caustic soda stop to during pH=3.7, suction filtration, dry, obtain finished product, content is 98%.
Embodiment 7
1, crude product preparation
(1) mantoquita/zinc salt preparation: drop into 900kg methyl alcohol in 2000L reactor, vacuum feeding, then add 200kg Dyhard RU 100,100kg zinc acetate and 200kg neutralized verdigris (first drying), be warming up to 55 DEG C, reflux 3 hours, then be cooled to 40 DEG C, blowing, whizzer dries, filter cake dry for standby.
(2) condensation reaction: suction acetic anhydride 700kg in 2000L reactor, under stirring, add the filter cake 400kg that previous step is dried, be slowly warming up to 95 DEG C, stop logical steam, be warming up to 118-122 DEG C, be incubated 35 minutes, then cool to 90 DEG C, suction filtration, filtrate is poured in 1000L still kettle, and filter cake cover for drying is used.
(3) underpressure distillation: the still kettle that previous step filtrate is housed is heated up, temperature 85 DEG C, vacuum tightness-0.98MPa, when steaming 400kg, be cooled to 60 DEG C, then add liquid caustic soda 250kg and water 500kg, be warmed up to 92-95 DEG C, be incubated 3 hours, then be cooled to 40 DEG C, rejection filter, washing, to neutral, add 10kg ammoniacal liquor and 25kg water, washes neutrality with water, dry, dry to obtain crude product.
2, treating process
(1) acid-soluble: in 3000L still, add 2000L water, drop into crude product 200kg, 5 DEG C time, add the hydrochloric acid soln 300kg that mass concentration is 30%, until entirely molten, keep 5 DEG C, add 30kg gac, stir 60 minutes, then continuous suction filtration.
(2) alkali is analysed: 15 DEG C time, drip liquid caustic soda stop to during pH=3.8, suction filtration, dry, obtain finished product, content is 98%.
Embodiment 8
1, crude product preparation
(1) mantoquita/zinc salt preparation: drop into 900kg methyl alcohol in 3000L reactor, vacuum feeding, then add 200kg Dyhard RU 100,100kg zinc acetate and 100kg neutralized verdigris (first drying), be warming up to 55 DEG C, reflux 3 hours, then be cooled to 40 DEG C, blowing, whizzer dries, filter cake dry for standby.
(2) condensation reaction: suction acetic anhydride 745kg in 2000L reactor, under stirring, add the filter cake 400kg that previous step is dried, be slowly warming up to 95 DEG C, stop logical steam, be warming up to 118-122 DEG C, be incubated 35 minutes, then cool to 90 DEG C, suction filtration, filtrate is poured in 1000L still kettle, and filter cake cover for drying is used.
(3) underpressure distillation: the still kettle that previous step filtrate is housed is heated up, temperature 80 DEG C, vacuum tightness-0.98MPa, when steaming 400kg, be cooled to 60 DEG C, then add liquid caustic soda 275kg and water 500kg, be warmed up to 92-95 DEG C, be incubated 1 hour, then be cooled to 40 DEG C, rejection filter, washing, to neutral, add 15kg ammoniacal liquor and 45kg water, washes neutrality with water, dry, dry to obtain crude product.
2, treating process
(1) acid-soluble: in 3000L still, add 2000L water, drop into crude product 200kg, 5 DEG C time, add the hydrochloric acid soln 300kg that mass concentration is 30%, until entirely molten, keep 5 DEG C, add 30kg gac, stir 60 minutes, then continuous suction filtration.
(2) alkali is analysed: 12 DEG C time, drip liquid caustic soda stop to during pH=3.9, suction filtration, dry, obtain finished product, content is 98%.
Embodiment 9
1, crude product preparation
(1) mantoquita/zinc salt preparation: drop into 900kg methyl alcohol in 3000L reactor, vacuum feeding, then add 200kg Dyhard RU 100,100kg zinc acetate and 100kg neutralized verdigris (first drying), be warming up to 55 DEG C, reflux 5 hours, then be cooled to 40 DEG C, blowing, whizzer dries, filter cake dry for standby.
(2) condensation reaction: suction acetic anhydride 745kg in 2000L reactor, under stirring, add the filter cake 400kg that previous step is dried, be slowly warming up to 95 DEG C, stop logical steam, be warming up to 118-122 DEG C, be incubated 35 minutes, then cool to 90 DEG C, suction filtration, filtrate is poured in 1000L still kettle, and filter cake cover for drying is used.
(3) underpressure distillation: the still kettle that previous step filtrate is housed is heated up, temperature 90 DEG C, vacuum tightness-0.98MPa, when steaming 400kg, be cooled to 60 DEG C, then add liquid caustic soda 220kg and water 500kg, be warmed up to 92-95 DEG C, be incubated 1 hour, then be cooled to 40 DEG C, rejection filter, washing, to neutral, add 5kg ammoniacal liquor and 45kg water, washes neutrality with water, dry, dry to obtain crude product.
2, treating process
(1) acid-soluble: in 3000L still, add 2000L water, drop into crude product 200kg, 0 DEG C time, add the hydrochloric acid soln 200kg that mass concentration is 30%, until entirely molten, keep 0 DEG C, add 30kg gac, stir 60 minutes, then continuous suction filtration.
(2) alkali is analysed: 14 DEG C time, drip liquid caustic soda stop to during pH=3.5, suction filtration, dry, obtain finished product, content is 98%.
Embodiment 10
1, crude product preparation
(1) mantoquita/zinc salt preparation: drop into 900kg methyl alcohol in 3000L reactor, vacuum feeding, then add 200kg Dyhard RU 100,100kg zinc acetate and 100kg neutralized verdigris (first drying), be warming up to 55 DEG C, reflux 3 hours, then be cooled to 40 DEG C, blowing, whizzer dries, filter cake dry for standby.
(2) condensation reaction: suction acetic anhydride 745kg in 2000L reactor, under stirring, add the filter cake 400kg that previous step is dried, be slowly warming up to 95 DEG C, stop logical steam, be warming up to 118-122 DEG C, be incubated 50 minutes, then cool to 90 DEG C, suction filtration, filtrate is poured in 2000L still kettle, and filter cake cover for drying is used.
(3) underpressure distillation: the still kettle that previous step filtrate is housed is heated up, temperature 95 DEG C, vacuum tightness-0.98MPa, when steaming 400kg, be cooled to 60 DEG C, then add liquid caustic soda 275kg and water 500kg, be warmed up to 92-95 DEG C, be incubated 2 hours, then be cooled to 40 DEG C, rejection filter, washing, to neutral, add 15kg ammoniacal liquor and 55kg water, washes neutrality with water, dry, dry to obtain crude product.
2, treating process
(1) acid-soluble: in 2000L still, add 2000L water, drop into crude product 200kg, 0 DEG C time, add the hydrochloric acid soln 300kg that mass concentration is 30%, until entirely molten, keep 0 DEG C, add 30kg gac, stir 60 minutes, then continuous suction filtration.
(2) alkali is analysed: 12 DEG C time, drip liquid caustic soda stop to during pH=3.3, suction filtration, dry, obtain finished product, content is 98%.
Embodiment above describes ultimate principle of the present invention, principal character and advantage; the technician of the industry should understand; the present invention is not restricted to the described embodiments; what describe in above-described embodiment and specification sheets just illustrates principle of the present invention; under the scope not departing from the principle of the invention; the present invention also has various changes and modifications, and these changes and improvements all fall in the scope of protection of the invention.
Claims (2)
1. a synthesis technique for 2-amino-4-methoxyl-6-methyl s-triazine, is characterized in that comprising the following steps:
(1) crude product preparation process
1. mantoquita/zinc salt preparation: drop into methyl alcohol in a kettle., vacuum feeding, add Dyhard RU 100 and zinc acetate/neutralized verdigris catalyst system again, be warming up to 50-55 DEG C of backflow 3-5h, be cooled to 40 DEG C of blowings again, whizzer dries, filter cake dry for standby, 2. condensation reaction: suction acetic anhydride in a kettle., under stirring, add the filter cake that previous step is dried, be warming up to 118-122 DEG C of insulation 35min, be cooled to 80-90 DEG C again, suction filtration, filtrate is poured in still kettle, filter cake dry for standby, 3. underpressure distillation: the still kettle that previous step filtrate is housed is warming up to 80-95 DEG C, vacuum tightness-0.98MPa, after distillation, be cooled to 60 DEG C, add liquid caustic soda and water again, be warmed up to 92-95 DEG C, insulation 1-3h, be cooled to 40-50 DEG C again, rejection filter, washing is to neutral, add ammoniacal liquor and water, wash neutrality with water, dry, dry to obtain crude product,
(2) treating process
1. acid-soluble: in a kettle., drop into crude product, when being cooled to 0-5 DEG C, add the hydrochloric acid soln that mass concentration is 30%, until entirely molten, keep 0-5 DEG C, add gac, stir, then continuous suction filtration, 2. alkali is analysed: when 12-15 DEG C, drip liquid caustic soda to stop to during pH=3.1-3.9, suction filtration, dry, obtain finished product, content is 98%-99%.
2. the synthesis technique of 2-amino-4-methoxyl-6-methyl s-triazine according to claim 1, is characterized in that: in described zinc acetate/neutralized verdigris catalyst system, the mass ratio of zinc acetate and neutralized verdigris is m(zinc acetate): m(neutralized verdigris)=1:0.5-2.
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| CN109336831A (en) * | 2018-11-23 | 2019-02-15 | 山东汇海医药化工有限公司 | A method of recycling triazine ring from triazine ring waste water |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD252374A1 (en) * | 1986-08-20 | 1987-12-16 | Bitterfeld Chemie | PROCESS FOR THE PREPARATION OF 2-AMINO-4-ALKOXY-6-ALKYL-1,3,5-TRIAZINENE |
| US4886881A (en) * | 1989-05-12 | 1989-12-12 | E. I. Du Pont De Nemours And Company | Preparation of 2-amino triazines |
-
2014
- 2014-10-27 CN CN201410578452.8A patent/CN104387334A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD252374A1 (en) * | 1986-08-20 | 1987-12-16 | Bitterfeld Chemie | PROCESS FOR THE PREPARATION OF 2-AMINO-4-ALKOXY-6-ALKYL-1,3,5-TRIAZINENE |
| US4886881A (en) * | 1989-05-12 | 1989-12-12 | E. I. Du Pont De Nemours And Company | Preparation of 2-amino triazines |
Non-Patent Citations (3)
| Title |
|---|
| 冯友建，等: "取代磺酰眠类化合物的含成", 《化学世界》 * |
| 孔繁蕾，等: "新型除草剂笨黄隆的合成", 《化学世界》 * |
| 孙观合，等: "绿黄隆的合成", 《上海化工》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109336831A (en) * | 2018-11-23 | 2019-02-15 | 山东汇海医药化工有限公司 | A method of recycling triazine ring from triazine ring waste water |
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