DE2216068A1 - Verfahren zur herstellung von 1,3bis-omega-carboxyalkyl-harnstoffen - Google Patents
Verfahren zur herstellung von 1,3bis-omega-carboxyalkyl-harnstoffenInfo
- Publication number
- DE2216068A1 DE2216068A1 DE19722216068 DE2216068A DE2216068A1 DE 2216068 A1 DE2216068 A1 DE 2216068A1 DE 19722216068 DE19722216068 DE 19722216068 DE 2216068 A DE2216068 A DE 2216068A DE 2216068 A1 DE2216068 A1 DE 2216068A1
- Authority
- DE
- Germany
- Prior art keywords
- urea
- bis
- carboxyalkyl
- lactams
- alkalis
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 19
- 239000004202 carbamide Substances 0.000 title claims description 18
- 238000004519 manufacturing process Methods 0.000 title description 2
- 235000013877 carbamide Nutrition 0.000 claims description 30
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 17
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 150000003951 lactams Chemical class 0.000 claims description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 6
- 239000011707 mineral Substances 0.000 claims description 6
- 150000007513 acids Chemical class 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- -1 6-aminocaproic acid ester Chemical class 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 230000001590 oxidative effect Effects 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000012442 inert solvent Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- LXNSSMBDZOAFCT-UHFFFAOYSA-N 6-(5-carboxypentylcarbamoylamino)hexanoic acid Chemical compound OC(=O)CCCCCNC(=O)NCCCCCC(O)=O LXNSSMBDZOAFCT-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 229960002684 aminocaproic acid Drugs 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms
- C07C275/06—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton
- C07C275/16—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton being further substituted by carboxyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19722216068 DE2216068A1 (de) | 1972-04-01 | 1972-04-01 | Verfahren zur herstellung von 1,3bis-omega-carboxyalkyl-harnstoffen |
| IT2088373A IT983487B (it) | 1972-04-01 | 1973-02-26 | Processo per la preparazione di 1 3 bis omega carbossialchiluree |
| NL7304131A NL7304131A (OSRAM) | 1972-04-01 | 1973-03-23 | |
| BE129183A BE797240A (fr) | 1972-04-01 | 1973-03-23 | Procede de preparation de 1,3-bis-(omega- carboxyalkyl)urees |
| FR7311379A FR2178926B3 (OSRAM) | 1972-04-01 | 1973-03-29 | |
| CH462073A CH569705A5 (OSRAM) | 1972-04-01 | 1973-03-30 | |
| GB1532873A GB1415924A (en) | 1972-04-01 | 1973-03-30 | Process for the production of 1,3-bis-omega-carboxyalkyl ureas |
| AT281773A AT319267B (de) | 1972-04-01 | 1973-03-30 | Verfahren zur Herstellung von 1,3-Bis-ω-carboxyalkylharnstoffen |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19722216068 DE2216068A1 (de) | 1972-04-01 | 1972-04-01 | Verfahren zur herstellung von 1,3bis-omega-carboxyalkyl-harnstoffen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2216068A1 true DE2216068A1 (de) | 1973-10-11 |
Family
ID=5840900
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722216068 Pending DE2216068A1 (de) | 1972-04-01 | 1972-04-01 | Verfahren zur herstellung von 1,3bis-omega-carboxyalkyl-harnstoffen |
Country Status (8)
| Country | Link |
|---|---|
| AT (1) | AT319267B (OSRAM) |
| BE (1) | BE797240A (OSRAM) |
| CH (1) | CH569705A5 (OSRAM) |
| DE (1) | DE2216068A1 (OSRAM) |
| FR (1) | FR2178926B3 (OSRAM) |
| GB (1) | GB1415924A (OSRAM) |
| IT (1) | IT983487B (OSRAM) |
| NL (1) | NL7304131A (OSRAM) |
-
1972
- 1972-04-01 DE DE19722216068 patent/DE2216068A1/de active Pending
-
1973
- 1973-02-26 IT IT2088373A patent/IT983487B/it active
- 1973-03-23 BE BE129183A patent/BE797240A/xx unknown
- 1973-03-23 NL NL7304131A patent/NL7304131A/xx unknown
- 1973-03-29 FR FR7311379A patent/FR2178926B3/fr not_active Expired
- 1973-03-30 GB GB1532873A patent/GB1415924A/en not_active Expired
- 1973-03-30 AT AT281773A patent/AT319267B/de not_active IP Right Cessation
- 1973-03-30 CH CH462073A patent/CH569705A5/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CH569705A5 (OSRAM) | 1975-11-28 |
| FR2178926B3 (OSRAM) | 1976-03-19 |
| FR2178926A1 (OSRAM) | 1973-11-16 |
| NL7304131A (OSRAM) | 1973-10-03 |
| IT983487B (it) | 1974-10-31 |
| AT319267B (de) | 1974-12-10 |
| BE797240A (fr) | 1973-09-24 |
| GB1415924A (en) | 1975-12-03 |
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