CN109516922A - A kind of post-processing approach of N, N '-dicyclohexylcarbodiimide residue - Google Patents
A kind of post-processing approach of N, N '-dicyclohexylcarbodiimide residue Download PDFInfo
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- CN109516922A CN109516922A CN201811405312.5A CN201811405312A CN109516922A CN 109516922 A CN109516922 A CN 109516922A CN 201811405312 A CN201811405312 A CN 201811405312A CN 109516922 A CN109516922 A CN 109516922A
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- China
- Prior art keywords
- residue
- dcc
- dicyclohexylcarbodiimide
- post
- cyclohexylamine
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/62—Preparation of compounds containing amino groups bound to a carbon skeleton by cleaving carbon-to-nitrogen, sulfur-to-nitrogen, or phosphorus-to-nitrogen bonds, e.g. hydrolysis of amides, N-dealkylation of amines or quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Abstract
The present invention relates to a kind of N, the post-processing approach of N '-dicyclohexylcarbodiimide residue, using DCC residue as starting material, vacuum is controlled in 0.01Mpa or so, 110 DEG C or so addition piece alkali are warming up to, after heat preservation 4-5 hours, it is warming up to 130-150 DEG C and carries out vacuum distillation processing, obtain cyclohexylamine liquid.Vacuum distillation obtains cyclohexylamine after present invention DCC residue piece alkali process, and the hexamethylene amine content of synthesis can use, save the cost 90% or more directly as mono- step raw material of DCC；The dangerous waste that 70% can be reduced after processing, greatly reduces the pollution to environment.
Description
Technical field
The invention belongs to organic chemical synthesis technical fields, and in particular to a kind of N, N '-dicyclohexylcarbodiimide residue
Post-processing approach.
Background technique
N, N '-dicyclohexylcarbodiimide (DCC) are a kind of good low temp biochemical dehydrating agents, are used for amikacin and ammonia
The synthesis of base acid is dehydrated, and is also used for the synthesis of acid, acid anhydride, aldehyde, ketone etc., which is also used to the synthesis of peptide, nucleic acid.It is dehydrated using DCC
Condensation, reaction condition is mild, and synthesis yield is higher, therefore is used for Peptide systhesis frequently as dehydrating agent or carboxyl activator, or be used for
The coupling of small molecule compound and polypeptide and carrier protein.
In process of production, the DCC mother liquor of generation after treatment, has obtained DCC residue to the product at present.In residue
DCC, DCU, thricyclohexyl guanidine, cyclohexyl isothiocyanate etc. are mainly contained, cannot be handled, can only be handled when dangerous waste, and handle
Cost is big, and environmental pollution is serious.
Summary of the invention
The purpose of the present invention is to provide a kind of N, the post-processing approach of N '-dicyclohexylcarbodiimide residue reduces danger
Useless quantity, reduces cost.
The technical solution adopted by the present invention to solve the technical problems is: a kind of N, N '-dicyclohexylcarbodiimide residue
Post-processing approach, steps are as follows: using DCC residue as starting material, control vacuum in 0.01Mpa or so, be warming up to 110 DEG C of left sides
Right addition piece alkali is warming up to 130-150 DEG C and carries out vacuum distillation processing, obtain cyclohexylamine liquid after heat preservation 4-5 hours.
Specifically, the dosage of described alkali be total quality of material 15-25%, preferably 20%.
Specifically, cyclohexylamine content can make 90% or more directly as DCC products material in the cyclohexylamine liquid
With.
The invention has the following advantages: vacuum distillation obtains cyclohexylamine after present invention DCC residue piece alkali process,
The hexamethylene amine content of synthesis can use, save the cost 90% or more directly as mono- step raw material of DCC；It can reduce after processing
70% dangerous waste greatly reduces the pollution to environment.
Specific embodiment
The following is specific embodiments of the present invention, is described further to technical solution of the present invention, but of the invention
Protection scope is not limited to these examples.It is all to be included in the present invention without departing substantially from the change of present inventive concept or equivalent substitute
Protection scope within.
Embodiment 1
The post-processing approach of a kind of N, N '-dicyclohexylcarbodiimide residue, steps are as follows: being that starting is former with DCC residue
Material, control vacuum are warming up to the piece alkali of 110 DEG C or so the addition total quality of material 20% of Zhan, keep the temperature 5 hours in 0.01Mpa or so
Afterwards, 140 DEG C are warming up to and carries out vacuum distillation processing, obtains cyclohexylamine liquid, cyclohexylamine content is 92.5% in cyclohexylamine liquid
More than, it can be used directly as DCC products material.
Embodiment 2
The post-processing approach of a kind of N, N '-dicyclohexylcarbodiimide residue, steps are as follows: being that starting is former with DCC residue
Material, control vacuum are warming up to the piece alkali of 110 DEG C or so the addition total quality of material 15% of Zhan, keep the temperature 4 hours in 0.01Mpa or so
Afterwards, 150 DEG C are warming up to and carries out vacuum distillation processing, obtains cyclohexylamine liquid, cyclohexylamine content is 91.7% in cyclohexylamine liquid
More than, it can be used directly as DCC products material.
Embodiment 3
The post-processing approach of a kind of N, N '-dicyclohexylcarbodiimide residue, steps are as follows: being that starting is former with DCC residue
Material, control vacuum are warming up to the piece alkali of 110 DEG C or so the addition total quality of material 25% of Zhan in 0.01Mpa or so, and heat preservation 4.5 is small
Shi Hou is warming up to 130 DEG C and carries out vacuum distillation processing, obtains cyclohexylamine liquid, cyclohexylamine content exists in cyclohexylamine liquid
92.5% or more, it can be used directly as DCC products material.
Embodiment 4
The post-processing approach of a kind of N, N '-dicyclohexylcarbodiimide residue, steps are as follows: being that starting is former with DCC residue
Material, control vacuum are warming up to the piece alkali of 110 DEG C or so the addition total quality of material 18% of Zhan in 0.01Mpa or so, and heat preservation 4.5 is small
Shi Hou is warming up to 145 DEG C and carries out vacuum distillation processing, obtains cyclohexylamine liquid, cyclohexylamine content exists in cyclohexylamine liquid
92.1% or more, it can be used directly as DCC products material.
Claims (4)
1. the post-processing approach of a kind of N, N '-dicyclohexylcarbodiimide residue, which is characterized in that steps are as follows:
Using DCC residue as starting material, control vacuum is warming up to 110 DEG C or so addition piece alkali in 0.01Mpa or so, keeps the temperature 4-5
After hour, it is warming up to 130-150 DEG C and carries out vacuum distillation processing, obtain cyclohexylamine liquid.
2. the post-processing approach of N as described in claim 1, N '-dicyclohexylcarbodiimide residue, which is characterized in that described
The dosage of piece alkali is the 15-25% of total quality of material.
3. the post-processing approach of N as claimed in claim 2, N '-dicyclohexylcarbodiimide residue, which is characterized in that described
The dosage of piece alkali is the 20% of total quality of material.
4. the post-processing approach of N as described in claim 1, N '-dicyclohexylcarbodiimide residue, which is characterized in that described
Cyclohexylamine content can be used 90% or more directly as DCC products material in cyclohexylamine liquid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811405312.5A CN109516922B (en) | 2018-11-23 | 2018-11-23 | Post-treatment method of N, N' -dicyclohexylcarbodiimide residue |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811405312.5A CN109516922B (en) | 2018-11-23 | 2018-11-23 | Post-treatment method of N, N' -dicyclohexylcarbodiimide residue |
Publications (2)
| Publication Number | Publication Date |
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| CN109516922A true CN109516922A (en) | 2019-03-26 |
| CN109516922B CN109516922B (en) | 2021-09-21 |
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| CN201811405312.5A Active CN109516922B (en) | 2018-11-23 | 2018-11-23 | Post-treatment method of N, N' -dicyclohexylcarbodiimide residue |
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Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1424676A (en) * | 1972-08-21 | 1976-02-11 | Kodak Ltd | Process for the preparation of di-secondary-amino-benzenes |
| EP0325043A1 (en) * | 1987-12-23 | 1989-07-26 | Chisso Corporation | Optically active 2-phenyl-5-alkanoyloxypyrimidines |
| CN1139649A (en) * | 1995-07-05 | 1997-01-08 | 冯豫川 | Treatment method for the Waste liquid in production of dicyclohexyl diimide carhide (DDC) |
| CN1878744A (en) * | 2004-03-09 | 2006-12-13 | 德古萨公司 | Method for the production of amines from compounds comprising carbodiimide groups, by hydrolysis with water |
| CN1970531A (en) * | 2006-11-29 | 2007-05-30 | 山西医科大学 | 4-azo salicylic acid derivative and process for producing the same and uses |
| US20100221809A1 (en) * | 2008-12-23 | 2010-09-02 | The Regents Of The University Of California | Compositions and Methods for the Isolation of Biologically Active Proteins |
| CN105439870A (en) * | 2015-12-05 | 2016-03-30 | 山东汇海医药化工有限公司 | Method for recycling recycled N,N'-dicyclohexylurea |
-
2018
- 2018-11-23 CN CN201811405312.5A patent/CN109516922B/en active Active
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1424676A (en) * | 1972-08-21 | 1976-02-11 | Kodak Ltd | Process for the preparation of di-secondary-amino-benzenes |
| EP0325043A1 (en) * | 1987-12-23 | 1989-07-26 | Chisso Corporation | Optically active 2-phenyl-5-alkanoyloxypyrimidines |
| CN1139649A (en) * | 1995-07-05 | 1997-01-08 | 冯豫川 | Treatment method for the Waste liquid in production of dicyclohexyl diimide carhide (DDC) |
| CN1878744A (en) * | 2004-03-09 | 2006-12-13 | 德古萨公司 | Method for the production of amines from compounds comprising carbodiimide groups, by hydrolysis with water |
| CN1970531A (en) * | 2006-11-29 | 2007-05-30 | 山西医科大学 | 4-azo salicylic acid derivative and process for producing the same and uses |
| US20100221809A1 (en) * | 2008-12-23 | 2010-09-02 | The Regents Of The University Of California | Compositions and Methods for the Isolation of Biologically Active Proteins |
| CN105439870A (en) * | 2015-12-05 | 2016-03-30 | 山东汇海医药化工有限公司 | Method for recycling recycled N,N'-dicyclohexylurea |
Non-Patent Citations (1)
| Title |
|---|
| 杜毅，等: "GC-MS对多西他赛原料药中DMAP和DCC的残留检测", 《药学实践杂志》 * |
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| CN109516922B (en) | 2021-09-21 |
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