CN110343077A - A kind of 1- benzyl homopiperazine alkane separation method - Google Patents
A kind of 1- benzyl homopiperazine alkane separation method Download PDFInfo
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- CN110343077A CN110343077A CN201910630191.2A CN201910630191A CN110343077A CN 110343077 A CN110343077 A CN 110343077A CN 201910630191 A CN201910630191 A CN 201910630191A CN 110343077 A CN110343077 A CN 110343077A
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- raw material
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- alkane
- benzyl
- mixed
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- -1 1- benzyl homopiperazine alkane Chemical class 0.000 title claims abstract description 38
- 238000000926 separation method Methods 0.000 title claims abstract description 16
- 238000006243 chemical reaction Methods 0.000 claims abstract description 80
- 239000002994 raw material Substances 0.000 claims abstract description 61
- 238000002156 mixing Methods 0.000 claims abstract description 27
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000003054 catalyst Substances 0.000 claims abstract description 23
- 238000009833 condensation Methods 0.000 claims abstract description 22
- 230000005494 condensation Effects 0.000 claims abstract description 22
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000001257 hydrogen Substances 0.000 claims abstract description 19
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 19
- 239000011541 reaction mixture Substances 0.000 claims abstract description 19
- 238000000746 purification Methods 0.000 claims abstract description 15
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims abstract description 13
- 229910052593 corundum Inorganic materials 0.000 claims abstract description 13
- 229910001845 yogo sapphire Inorganic materials 0.000 claims abstract description 13
- 238000004806 packaging method and process Methods 0.000 claims abstract description 6
- 239000007789 gas Substances 0.000 claims description 10
- GLUUGHFHXGJENI-UHFFFAOYSA-N diethylenediamine Natural products C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 6
- 238000011049 filling Methods 0.000 claims description 5
- 238000000034 method Methods 0.000 abstract description 13
- 238000004519 manufacturing process Methods 0.000 abstract description 8
- 230000003197 catalytic effect Effects 0.000 abstract description 5
- 238000005260 corrosion Methods 0.000 abstract description 4
- 230000007797 corrosion Effects 0.000 abstract description 4
- 230000007613 environmental effect Effects 0.000 abstract description 4
- JTJTYCPQUOROFM-UHFFFAOYSA-N 1-benzyl-1,4-diazepane Chemical compound C=1C=CC=CC=1CN1CCCNCC1 JTJTYCPQUOROFM-UHFFFAOYSA-N 0.000 description 5
- 238000004821 distillation Methods 0.000 description 4
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- GGHDAUPFEBTORZ-UHFFFAOYSA-N propane-1,1-diamine Chemical compound CCC(N)N GGHDAUPFEBTORZ-UHFFFAOYSA-N 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/023—Preparation; Separation; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
- C07D295/03—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to acyclic carbon atoms
Abstract
The invention discloses a kind of 1- benzyl homopiperazine alkane separation methods, comprising the following steps: S1: raw material mixing；S2: raw material reaction；S3: condensation is collected；S4: rectification and purification；S5: packaging, the technological parameter of the strict control of the present invention 1- benzyl homopiperazine alkane separation method, by using Cu20Cr10Mg10/y‑Al2O3As catalyst, the feed stock conversion after reaction is more than 99.2%, and raw material availability is high, and uses Cu20Cr10Mg10/y‑Al2O3As catalyst, its catalytic activity is high, and stability is good, long service life, it is small to the pollution of the corrosion of equipment and environment in industrialized production, the environmental protection pressure of enterprise's production is alleviated, and the present invention carries out hybrid reaction, condensation after raw material and the mixing of monomethyl amine raw material using N- beta-hydroxyethyl -1,3 propane diamine with hydrogen again, the reaction mixture of 1- benzyl homopiperazine alkane is obtained after reaction, the relatively traditional mode of technique, it is easy to operate, reduce cost of investment.
Description
Technical field
The present invention relates to 1- benzyl homopiperazine alkane technical field, specially a kind of 1- benzyl homopiperazine alkane separation method.
Background technique
1- benzyl homopiperazine is a kind of chemical substance, chemical formula C12H18N2, molecular weight 190.28.English name:
1-Benzyl-1,4-Diazepane.No. CAS: 4410-12-2.Appearance and character: colourless liquid.1- benzyl homopiperazine is mainly answered
For industry and field of medicaments, when 1- benzyl homopiperazine alkane is separated and produced, point of traditional method for 1- benzyl homopiperazine
From the used most catalytic activity of catalyst is lower, causes feed stock conversion low, and service life is not grown, to ring
Border and equipment also have certain corrosiveness, and the technics comparing of method is complicated, and cost of investment is higher.
Summary of the invention
The purpose of the present invention is to provide a kind of 1- benzyl homopiperazine alkane separation methods, by using Cu20Cr10Mg10/y-
Al2O3As catalyst, the feed stock conversion after reaction is more than 99.2%, and raw material availability is high, and uses Cu20Cr10Mg10/y-
Al2O3As catalyst, catalytic activity is high, and stability is good, long service life, to the corrosion of equipment and ring in industrialized production
The pollution in border is small, alleviates the environmental protection pressure of enterprise's production, and the present invention is raw material using N- beta-hydroxyethyl -1,3 propane diamine
It carries out hybrid reaction, condensation after mixing with monomethyl amine raw material with hydrogen again, the reaction of 1- benzyl homopiperazine alkane is obtained after reaction
Mixture, the relatively traditional mode of technique is easy to operate, reduces cost of investment, mentioned above in the background art to solve
Problem.
To achieve the above object, the invention provides the following technical scheme: a kind of 1- benzyl homopiperazine alkane separation method, including
Following steps:
S1: N- beta-hydroxyethyl -1,3 propane diamine is that raw material and monomethyl amine raw material are proportionally mixed, mixed by raw material mixing
After uniformly, it is spare to collect mixed raw material；
S2: raw material reaction is passed through after mixing the mixed raw material collected in step S1 and hydrogen according to a certain percentage and is filled with
It is reacted in the tubular fixed-bed reactor of catalyst, after reaction, the mixed gas after collecting reaction；
S3: condensation is collected, and the reaction mixture gas body collected in step S2 is condensed, and collection contains 1- benzyl homopiperazine alkane
Reaction mixture；
S4: the reaction mixture obtained in step S2 is carried out rectifying and purification by rectification and purification, and the 1- benzyl for obtaining high-purity is high
Piperazine alkane product；
S5: packaging bottles the 1- benzyl homopiperazine alkane product prepared in step S4, and seal up for safekeeping filling bottle is In Shade,
Environment temperature is sealed up for safekeeping no more than 20 DEG C.
Preferably, the mixing temperature that raw material mixes in the step S1 is 100-120 DEG C, N- beta-hydroxyethyl -1,3 propane diamine
Ratio with the mixing of monomethyl amine raw material is 3:1.
Preferably, the catalyst in the step S2 in reaction is Cu20Cr10Mg10/y-Al2O3As catalyst, reaction
Feed stock conversion is more than 99.2%.
Preferably, the ratio of the hydrogen being passed through and mixed raw material is 1:3.5 in the step S2, and the Hydrogen Vapor Pressure of reaction is
4.0-4.2MPa, reaction temperature are 180-200 DEG C, and the charging rate that mixed raw material is packed into tubular fixed-bed reactor is 0.3-
0.5ml/min, product yield are more than 62%, and feed stock conversion is more than 99.2%.
Preferably, the reaction temperature of the tubular fixed-bed reactor in the step S2 is 180-220 DEG C, and reaction pressure is
2.0-4MPa。
Preferably, the method continuously condensed using three-level is condensed in the step S3, the temperature of first order condensation is
100-150℃；The temperature of second level condensation is 90-100 DEG C, and the temperature of third level condensation is 50-60 DEG C.
Preferably, rectification and purification is purified in plate distillation column in the step S4.
Preferably, the mixing and reaction of the step S1-S2 is carried out in reaction kettle, and it is not that reaction kettle, which uses,
Become rusty steel reaction kettle.
Compared with prior art, the beneficial effects of the present invention are: the strict control of the present invention 1- benzyl homopiperazine alkane separates
The technological parameter of method, by using Cu20Cr10Mg10/y-Al2O3As catalyst, the feed stock conversion after reaction is more than
99.2%, raw material availability is high, and uses Cu20Cr10Mg10/y-Al2O3As catalyst, catalytic activity is high, and stability is good,
Long service life, it is small to the corrosion of equipment and the pollution of environment in industrialized production, the environmental protection pressure of enterprise's production is alleviated, and
And the present invention using N- beta-hydroxyethyl -1,3 propane diamine be raw material and monomethyl amine raw material mixing after again with hydrogen carry out hybrid reaction,
Condensation, obtains the reaction mixture of 1- benzyl homopiperazine alkane after reaction, the relatively traditional mode of technique is easy to operate, reduces
Cost of investment.
Specific embodiment
In order to make the objectives, technical solutions, and advantages of the present invention clearer, below in conjunction with specific embodiment, to this
Invention is further elaborated.It should be appreciated that the specific embodiments described herein are merely illustrative of the present invention, not
For limiting the present invention.
Embodiment 1
A kind of 1- benzyl homopiperazine alkane separation method, comprising the following steps:
S1: N- beta-hydroxyethyl -1,3 propane diamine is that raw material and monomethyl amine raw material are proportionally mixed, mixed by raw material mixing
After uniformly, it is spare to collect mixed raw material；
S2: raw material reaction is passed through after mixing the mixed raw material collected in step S1 and hydrogen according to a certain percentage and is filled with
It is reacted in the tubular fixed-bed reactor of catalyst, after reaction, the mixed gas after collecting reaction；
S3: condensation is collected, and the reaction mixture gas body collected in step S2 is condensed, and collection contains 1- benzyl homopiperazine alkane
Reaction mixture；
S4: the reaction mixture obtained in step S2 is carried out rectifying and purification by rectification and purification, and the 1- benzyl for obtaining high-purity is high
Piperazine alkane product；
S5: packaging bottles the 1- benzyl homopiperazine alkane product prepared in step S4, and seal up for safekeeping filling bottle is In Shade,
Environment temperature is sealed up for safekeeping no more than 20 DEG C.
The mixing temperature that raw material mixes in the step S1 is 100 DEG C, and N- beta-hydroxyethyl -1,3 propane diamine and monomethyl amine are former
Expect that mixed ratio is 3:1, the catalyst in the step S2 in reaction is Cu20Cr10Mg10/y-Al2O3As catalyst, instead
The feed stock conversion answered is more than 99.2%, and the ratio of the hydrogen being passed through and mixed raw material is 1:3.5 in the step S2, reaction
Hydrogen Vapor Pressure is 4.0MPa, and reaction temperature is 180 DEG C, and the charging rate that mixed raw material is packed into tubular fixed-bed reactor is
0.3ml/min, product yield are more than 62%, and feed stock conversion is more than 99.2%, the tubular fixed-bed reactor in the step S2
Reaction temperature be 180 DEG C, the side continuously condensed using three-level is condensed in reaction pressure 2.0MPa, the step S3
Method, the temperature of first order condensation are 100 DEG C；The temperature of second level condensation is 90 DEG C, and the temperature of third level condensation is 50 DEG C, described
Rectification and purification is purified in plate distillation column in step S4, and the mixing and reaction of the step S1-S2 is anti-
Progress in kettle is answered, it is stainless steel cauldron that reaction kettle, which uses,.
Embodiment 2
A kind of 1- benzyl homopiperazine alkane separation method, comprising the following steps:
S1: N- beta-hydroxyethyl -1,3 propane diamine is that raw material and monomethyl amine raw material are proportionally mixed, mixed by raw material mixing
After uniformly, it is spare to collect mixed raw material；
S2: raw material reaction is passed through after mixing the mixed raw material collected in step S1 and hydrogen according to a certain percentage and is filled with
It is reacted in the tubular fixed-bed reactor of catalyst, after reaction, the mixed gas after collecting reaction；
S3: condensation is collected, and the reaction mixture gas body collected in step S2 is condensed, and collection contains 1- benzyl homopiperazine alkane
Reaction mixture；
S4: the reaction mixture obtained in step S2 is carried out rectifying and purification by rectification and purification, and the 1- benzyl for obtaining high-purity is high
Piperazine alkane product；
S5: packaging bottles the 1- benzyl homopiperazine alkane product prepared in step S4, and seal up for safekeeping filling bottle is In Shade,
Environment temperature is sealed up for safekeeping no more than 20 DEG C.
The mixing temperature that raw material mixes in the step S1 is 100-120 DEG C, N- beta-hydroxyethyl -1,3 propane diamine and a first
The ratio of amine raw material mixing is 3:1, and the catalyst in the step S2 in reaction is Cu20Cr10Mg10/y-Al2O3As catalysis
Agent, the feed stock conversion of reaction are more than 99.2%, and the ratio of the hydrogen being passed through and mixed raw material is 1:3.5 in the step S2, instead
The Hydrogen Vapor Pressure answered is 4.1MPa, and reaction temperature is 190 DEG C, and mixed raw material is packed into the charging rate of tubular fixed-bed reactor
For 0.4ml/min, product yield is more than 62%, and feed stock conversion is more than 99.2%, the tubular fixed-bed reaction in the step S2
The reaction temperature of device is 190 DEG C, condenses the side continuously condensed using three-level in reaction pressure 3MPa, the step S3
Method, the temperature of first order condensation are 125 DEG C；The temperature of second level condensation is 95 DEG C, and the temperature of third level condensation is 55 DEG C, described
Rectification and purification is purified in plate distillation column in step S4, and the mixing and reaction of the step S1-S2 is anti-
Progress in kettle is answered, it is stainless steel cauldron that reaction kettle, which uses,.
Embodiment 3
A kind of 1- benzyl homopiperazine alkane separation method, comprising the following steps:
S1: N- beta-hydroxyethyl -1,3 propane diamine is that raw material and monomethyl amine raw material are proportionally mixed, mixed by raw material mixing
After uniformly, it is spare to collect mixed raw material；
S2: raw material reaction is passed through after mixing the mixed raw material collected in step S1 and hydrogen according to a certain percentage and is filled with
It is reacted in the tubular fixed-bed reactor of catalyst, after reaction, the mixed gas after collecting reaction；
S3: condensation is collected, and the reaction mixture gas body collected in step S2 is condensed, and collection contains 1- benzyl homopiperazine alkane
Reaction mixture；
S4: the reaction mixture obtained in step S2 is carried out rectifying and purification by rectification and purification, and the 1- benzyl for obtaining high-purity is high
Piperazine alkane product；
S5: packaging bottles the 1- benzyl homopiperazine alkane product prepared in step S4, and seal up for safekeeping filling bottle is In Shade,
Environment temperature is sealed up for safekeeping no more than 20 DEG C.
The mixing temperature that raw material mixes in the step S1 is 120 DEG C, and N- beta-hydroxyethyl -1,3 propane diamine and monomethyl amine are former
Expect that mixed ratio is 3:1, the catalyst in the step S2 in reaction is Cu20Cr10Mg10/y-Al2O3As catalyst, instead
The feed stock conversion answered is more than 99.2%, and the ratio of the hydrogen being passed through and mixed raw material is 1:3.5 in the step S2, reaction
Hydrogen Vapor Pressure is 4.2MPa, and reaction temperature is 200 DEG C, and the charging rate that mixed raw material is packed into tubular fixed-bed reactor is
0.5ml/min, product yield are more than 62%, and feed stock conversion is more than 99.2%, the tubular fixed-bed reactor in the step S2
Reaction temperature be 220 DEG C, the method continuously condensed using three-level is condensed in reaction pressure 4MPa, the step S3,
The temperature of first order condensation is 150 DEG C；The temperature of second level condensation is 100 DEG C, and the temperature of third level condensation is 60 DEG C, the step
Rectification and purification is purified in plate distillation column in rapid S4, and the mixing and reaction of the step S1-S2 is to react
It is carried out in kettle, it is stainless steel cauldron that reaction kettle, which uses,.
In summary: the technological parameter of the strict control of the present invention 1- benzyl homopiperazine alkane separation method, by using
Cu20Cr10Mg10/y-Al2O3As catalyst, the feed stock conversion after reaction is more than 99.2%, and raw material availability is high, and is used
Cu20Cr10Mg10/y-Al2O3As catalyst, catalytic activity is high, and stability is good, long service life, to setting in industrialized production
The pollution of standby corrosion and environment is small, alleviates the environmental protection pressure of enterprise's production, and the present invention uses N- beta-hydroxyethyl -1,3
It is high to obtain 1- benzyl to carry out hybrid reaction, condensation with hydrogen again after raw material and the mixing of monomethyl amine raw material for propane diamine after reaction
The reaction mixture of piperazine alkane, the relatively traditional mode of technique is easy to operate, reduces cost of investment.
The foregoing is only a preferred embodiment of the present invention, but scope of protection of the present invention is not limited thereto,
Anyone skilled in the art in the technical scope disclosed by the present invention, according to the technique and scheme of the present invention and its
Inventive concept is subject to equivalent substitution or change, should be covered by the protection scope of the present invention.
Claims (5)
1. a kind of 1- benzyl homopiperazine alkane separation method, it is characterised in that: the following steps are included:
S1: N- beta-hydroxyethyl -1,3 propane diamine is that raw material and monomethyl amine raw material are proportionally mixed, mixed by raw material mixing
After uniformly, it is spare to collect mixed raw material；
S2: raw material reaction is passed through after mixing the mixed raw material collected in step S1 and hydrogen according to a certain percentage and is filled with
It is reacted in the tubular fixed-bed reactor of catalyst, after reaction, the mixed gas after collecting reaction；
S3: condensation is collected, and the reaction mixture gas body collected in step S2 is condensed, and collection contains 1- benzyl homopiperazine alkane
Reaction mixture；
S4: the reaction mixture obtained in step S2 is carried out rectifying and purification by rectification and purification, and the 1- benzyl for obtaining high-purity is high
Piperazine alkane product；
S5: packaging bottles the 1- benzyl homopiperazine alkane product prepared in step S4, and seal up for safekeeping filling bottle is In Shade,
Environment temperature is sealed up for safekeeping no more than 20 DEG C.
2. a kind of 1- benzyl homopiperazine alkane separation method according to claim 1, it is characterised in that: the Central Plains the step S1
Expect that mixed mixing temperature is 100-120 DEG C, the ratio of N- beta-hydroxyethyl -1,3 propane diamine and the mixing of monomethyl amine raw material is 3:1.
3. a kind of 1- benzyl homopiperazine alkane separation method according to claim 1, it is characterised in that: anti-in the step S2
Catalyst in answering is Cu20Cr10Mg10/y-Al2O3As catalyst, the feed stock conversion of reaction is more than 99.2%.
4. a kind of 1- benzyl homopiperazine alkane separation method according to claim 1, it is characterised in that: lead in the step S2
The ratio of the hydrogen and mixed raw material that enter is 1:3.5, and the Hydrogen Vapor Pressure of reaction is 4.0-4.2MPa, reaction temperature 180-200
DEG C, the charging rate that mixed raw material is packed into tubular fixed-bed reactor is 0.3-0.5ml/min, and product yield is more than 62%, former
Expect that conversion ratio is more than 99.2%.
5. a kind of 1- benzyl homopiperazine alkane separation method according to claim 1, it is characterised in that: in the step S2
The reaction temperature of tubular fixed-bed reactor is 180-220 DEG C, reaction pressure 2.0-4MPa.
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Family
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Citations (5)
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|---|---|---|---|---|
| CN1413991A (en) * | 2002-10-09 | 2003-04-30 | 天津大学 | Method of fixed bed continuous synthetising piperazine series compound |
| CN102304101A (en) * | 2011-05-26 | 2012-01-04 | 绍兴兴欣化工有限公司 | Process for coproducing piperazine and N-alkyl piperazine |
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| CN108503608A (en) * | 2018-03-26 | 2018-09-07 | 吴彦彬 | A kind of preparation method of 1,4- lupetazins |
-
2019
- 2019-07-12 CN CN201910630191.2A patent/CN110343077A/en active Pending
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|---|---|---|---|---|
| CN1413991A (en) * | 2002-10-09 | 2003-04-30 | 天津大学 | Method of fixed bed continuous synthetising piperazine series compound |
| CN102304101A (en) * | 2011-05-26 | 2012-01-04 | 绍兴兴欣化工有限公司 | Process for coproducing piperazine and N-alkyl piperazine |
| CN104496939A (en) * | 2014-11-28 | 2015-04-08 | 绍兴兴欣化工有限公司 | Method for preparing piperazidine or alkyl piperazidine by catalytic hydrogenation |
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Application publication date: 20191018 |