AU2018100362A4 - Organic synthesis intermediates N-propenyl urea synthesis method - Google Patents
Organic synthesis intermediates N-propenyl urea synthesis method Download PDFInfo
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- AU2018100362A4 AU2018100362A4 AU2018100362A AU2018100362A AU2018100362A4 AU 2018100362 A4 AU2018100362 A4 AU 2018100362A4 AU 2018100362 A AU2018100362 A AU 2018100362A AU 2018100362 A AU2018100362 A AU 2018100362A AU 2018100362 A4 AU2018100362 A4 AU 2018100362A4
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
- C07C273/1854—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas by reactions not involving the formation of the N-C(O)-N- moiety
- C07C273/1863—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas by reactions not involving the formation of the N-C(O)-N- moiety from urea
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Abstract Organic synthesis intermediates N-propenyl urea synthesis method, comprises the following steps: adding 4-5 mol urea, 3 mol allyl alcohol, 12 L potassium bromide 5 solution, 1.5 mol alumina powder, controlling the stirring speed at 90-110rpm, raising the temperature of the solution to 80-90'C, keeping the temperature for 100-130min, then distilled it under reduced pressure, reducing the solution temperature to 10-15 C, precipitated crystals, washed with ether solution, and dimethylamine solution, recrystallized in methanol solution, the dehydrated with dehydrating agent to obtain 10 the finished product.
Description
FIELD OF THE INVENTION
The present invention relates to organic synthesis intermediates N-propenyl urea 5 synthesis method.
GENERAL BACKGROUND
N-propylene urea is mainly used for non-cyanide copper additives, preservatives, organic synthesis of raw materials, however, most of the existing synthetic methods are complicated and the final yield is not very high. Therefore, it is necessary to propose a new synthetic method for further improving the quality and yield of the product and reducing the byproduct content, it has important economic significance.
SUMMARY
The purpose of the present invention is to provide organic synthesis intermediates
N-propenyl urea synthesis method, comprises the following steps:
(i) adding 4-5 mol urea, 3 mol allyl alcohol, 12 L potassium bromide solution, 1.5mol alumina powder, controlling the stirring speed at 90-110rpm, raising the temperature of the solution to 80-90 °C, keeping the temperature for 100-130min, then distilled it under reduced pressure, reducing the solution temperature to 10-15°C, precipitated crystals, washed with ether solution, and dimethylamine solution, recrystallized in methanol solution, the dehydrated with dehydrating agent to obtain the finished product; wherein, potassium bromide solution in step (i) has a mass fraction of 40-45%; the pressure of the vacuum distillation in step (i) is 20-30kPa, the mass fraction of the ether solution in the step (i) is 60-65%, the dimethylamine solution in the step (i) has a mass fraction of 70-75%, the methanol solution in the step (i) has a mass fraction of 75-80%, the dehydrating agent in the step (i) is any one of anhydrous magnesium sulfate and activity alumina.
2018100362 24 Mar 2018
Throughout the reaction process can be the following reaction formula:
OH
C
Ktir
Hi
o
Advantage of the present invention is that: reducing intermediate links reaction, decreasing the reaction time and improving the reaction yield.
DETAILED DESCRIPTION OF PREFERRED EMBODIMENTS
The following examples with reference to specific embodiments of the present invention are further illustrated:
organic synthesis intermediates N - progeny 1 urea synthesis method.
Embodiment 1 mol urea, 3 mol allyl alcohol, 12 L potassium bromide solution with a. mass fraction of 40% and 1.5 mol alumina powder wctc added to the reaction vessel, the stirring speed is controlled to 90 rpm and the temperature of the solution is raised to
80 °C for 100 min, distilled it under reduced pressure of 20kP, reducing the solution temperature to 10C, precipitated crystals, washed with diethyl ether solution with a mass fraction of 60%, and with dinlethylamine solution with a mass fraction of 70%, Tecrystallizcd in 75% methanol solution, dehydrated with magnesium sulfate dehydrating agent to obtain the Finished product N-propenyl urea 267g,
Embodiment 2
4.5mol urea, 3mol allyl alcohol, 12L potassium bromide solution with a mass fraction of 42% and 1.5mol alumina powder were added into the reaction vessel, the stirring speed was controlled at lOOrpm, the temperature of the solution is raised to 85 °C for 120min, distilled it under reduced pressure of 25kPa, reducing the solution
2018100362 24 Mar 2018 temperature to 12°C, precipitated crystals, washed with ethyl ether solution with a mass fraction of 62%, dimethylamine solution with a mass fraction of 72%, recrystallized in methanol solution with a mass fraction of 78%, and dehydrated with activated alumina dehydrating agent, to obtain the finished product N-propenyl urea
273g.
Embodiment 3
5mol urea, 3mol allyl alcohol, 12L potassium bromide solution with a mass fraction of 45% and 1.5mol alumina powder were added into the reaction vessel, the stirring speed was controlled at HOrpm and the temperature the solution was increased to 90 °C for 130min and distilled it under reduced pressure of 30kPa, the solution is cooled to 15 °C, the precipitated crystals were washed with ethyl ether solution with a mass fraction of 65% and dimethylamine solution with a mass fraction of 75%, recrystallized in methanol solution with a mass fraction of in 80% methanol solution, and dehydrated with magnesium sulfate dehydrating agent to obtain the finished product N-propylene urea 279g.
2018100362 24 Mar 2018
Claims (3)
- Claims1. Organic synthesis intermediates N-propenyl urea synthesis method, comprises the following steps:(i) adding 4-5 mol urea, 3 mol allyl alcohol, 12 L potassium bromide solution, 5 1.5 mol alumina powder, controlling the stirring speed at 90-110rpm, raising the temperature of the solution to 80-90 °C, keeping the temperature for 100-130min, then distilled it under reduced pressure, reducing the solution temperature to 10-15°C, precipitated crystals, washed with ether solution, and dimethylamine solution, recrystallized in methanol solution, the dehydrated with dehydrating agent to obtain10 the finished product; wherein, potassium bromide solution in step (i) has a mass fraction of 40-45%; the pressure of the vacuum distillation in step (i) is 20-30kPa, the mass fraction of the ether solution in the step (i) is 60-65%, the dimethylamine solution in the step (i) has a mass fraction of 70-75%.15
- 2. Organic synthesis intermediates N-propenyl urea synthesis method according to claim 1 wherein the methanol solution in the step (i) has a mass fraction of 75-80%.
- 3. Organic synthesis intermediates N-propenyl urea synthesis method according to claim 1 wherein the dehydrating agent in the step (i) is any one of anhydrous20 magnesium sulfate and activity alumina.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710067461.4A CN108395386A (en) | 2017-02-07 | 2017-02-07 | A kind of synthetic method of organic synthesis intermediate N- acrylic ureas |
| GBGB1705310.9A GB201705310D0 (en) | 2017-02-07 | 2017-04-03 | Organic synthesis intermediates N-propenyl urea synthesis method |
| GBGB1705310.9 | 2017-04-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2018100362A4 true AU2018100362A4 (en) | 2018-05-10 |
Family
ID=58682481
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2018100362A Ceased AU2018100362A4 (en) | 2017-02-07 | 2018-03-24 | Organic synthesis intermediates N-propenyl urea synthesis method |
Country Status (3)
| Country | Link |
|---|---|
| CN (1) | CN108395386A (en) |
| AU (1) | AU2018100362A4 (en) |
| GB (1) | GB201705310D0 (en) |
-
2017
- 2017-02-07 CN CN201710067461.4A patent/CN108395386A/en active Pending
- 2017-04-03 GB GBGB1705310.9A patent/GB201705310D0/en not_active Ceased
-
2018
- 2018-03-24 AU AU2018100362A patent/AU2018100362A4/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| GB201705310D0 (en) | 2017-05-17 |
| CN108395386A (en) | 2018-08-14 |
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| Date | Code | Title | Description |
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| FGI | Letters patent sealed or granted (innovation patent) | ||
| MK22 | Patent ceased section 143a(d), or expired - non payment of renewal fee or expiry |