DE2214144B2 - Verfahren zur Herstellung von Äthylendiamin-mono-beta-propionsäure-tri-(methylenphosphonsäure) - Google Patents
Verfahren zur Herstellung von Äthylendiamin-mono-beta-propionsäure-tri-(methylenphosphonsäure)Info
- Publication number
- DE2214144B2 DE2214144B2 DE2214144A DE2214144A DE2214144B2 DE 2214144 B2 DE2214144 B2 DE 2214144B2 DE 2214144 A DE2214144 A DE 2214144A DE 2214144 A DE2214144 A DE 2214144A DE 2214144 B2 DE2214144 B2 DE 2214144B2
- Authority
- DE
- Germany
- Prior art keywords
- ethylenediamine
- acid
- mono
- tri
- propionic acid
- 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.)
- Granted
Links
- 239000002253 acid Substances 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 27
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 19
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 12
- 239000008098 formaldehyde solution Substances 0.000 claims description 9
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052698 phosphorus Inorganic materials 0.000 claims description 2
- 239000011574 phosphorus Substances 0.000 claims description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 13
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 3
- 229960000380 propiolactone Drugs 0.000 description 3
- 235000019260 propionic acid Nutrition 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- NFDRPXJGHKJRLJ-UHFFFAOYSA-N edtmp Chemical compound OP(O)(=O)CN(CP(O)(O)=O)CCN(CP(O)(O)=O)CP(O)(O)=O NFDRPXJGHKJRLJ-UHFFFAOYSA-N 0.000 description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 2
- 238000002255 vaccination Methods 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- VEZXCJBBBCKRPI-UHFFFAOYSA-N beta-propiolactone Chemical compound O=C1CCO1 VEZXCJBBBCKRPI-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- DQTRYXANLKJLPK-UHFFFAOYSA-N chlorophosphonous acid Chemical compound OP(O)Cl DQTRYXANLKJLPK-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- -1 methylene phosphonic acid Chemical compound 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
- C07F9/3808—Acyclic saturated acids which can have further substituents on alkyl
- C07F9/3817—Acids containing the structure (RX)2P(=X)-alk-N...P (X = O, S, Se)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2214144A DE2214144B2 (de) | 1972-03-23 | 1972-03-23 | Verfahren zur Herstellung von Äthylendiamin-mono-beta-propionsäure-tri-(methylenphosphonsäure) |
| IT33764/72A IT973071B (it) | 1972-03-23 | 1972-12-28 | Acido etilendiammin mono beta proprionico tri metilenfosfonico |
| ES410665A ES410665A2 (es) | 1972-03-23 | 1973-01-16 | Procedimiento para la preparacion de etilendiamino-mono-beta-acido propionicotri-(acido metilenfosfonico). |
| BE794306D BE794306A (fr) | 1972-03-23 | 1973-01-19 | Acide ethylenediamino-mono-beta-propionique-tri-(methylenephosphonique), son procede de preparation et son utilisation |
| NL7302070A NL7302070A (en, 2012) | 1972-03-23 | 1973-02-14 | |
| AT236173A AT317253B (de) | 1971-06-23 | 1973-03-16 | Verfahren zur Herstellung der neuen Äthylendiamin-mono-β-propionsäure-tri-(methylenphosphonsäure) |
| FR7310281A FR2177037A2 (en) | 1972-03-23 | 1973-03-22 | Ethylene diamino mono beta propionic trimethylene phosphonic - acid prepn - by reacting acrylic acid and ethylene diamine with forma |
| CH426873A CH583247A5 (en, 2012) | 1972-03-23 | 1973-03-23 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2214144A DE2214144B2 (de) | 1972-03-23 | 1972-03-23 | Verfahren zur Herstellung von Äthylendiamin-mono-beta-propionsäure-tri-(methylenphosphonsäure) |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2214144A1 DE2214144A1 (de) | 1973-10-04 |
| DE2214144B2 true DE2214144B2 (de) | 1974-02-28 |
| DE2214144C3 DE2214144C3 (en, 2012) | 1974-10-10 |
Family
ID=5839903
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2214144A Granted DE2214144B2 (de) | 1971-06-23 | 1972-03-23 | Verfahren zur Herstellung von Äthylendiamin-mono-beta-propionsäure-tri-(methylenphosphonsäure) |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE794306A (en, 2012) |
| CH (1) | CH583247A5 (en, 2012) |
| DE (1) | DE2214144B2 (en, 2012) |
| ES (1) | ES410665A2 (en, 2012) |
| FR (1) | FR2177037A2 (en, 2012) |
| IT (1) | IT973071B (en, 2012) |
| NL (1) | NL7302070A (en, 2012) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102019124958B4 (de) | 2019-09-17 | 2023-03-23 | Zschimmer & Schwarz Mohsdorf GmbH & Co. KG. | Phosphonsäurederivate und Verfahren zu deren Herstellung |
-
1972
- 1972-03-23 DE DE2214144A patent/DE2214144B2/de active Granted
- 1972-12-28 IT IT33764/72A patent/IT973071B/it active
-
1973
- 1973-01-16 ES ES410665A patent/ES410665A2/es not_active Expired
- 1973-01-19 BE BE794306D patent/BE794306A/xx unknown
- 1973-02-14 NL NL7302070A patent/NL7302070A/xx not_active Application Discontinuation
- 1973-03-22 FR FR7310281A patent/FR2177037A2/fr active Granted
- 1973-03-23 CH CH426873A patent/CH583247A5/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IT973071B (it) | 1974-06-10 |
| DE2214144C3 (en, 2012) | 1974-10-10 |
| BE794306A (fr) | 1973-05-16 |
| CH583247A5 (en, 2012) | 1976-12-31 |
| FR2177037B2 (en, 2012) | 1979-01-05 |
| FR2177037A2 (en) | 1973-11-02 |
| NL7302070A (en, 2012) | 1973-09-25 |
| DE2214144A1 (de) | 1973-10-04 |
| ES410665A2 (es) | 1977-07-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8340 | Patent of addition ceased/non-payment of fee of main patent |