DE2547977C3 - Verfahren zur Herstellung von Bis-(2-cyanäthyl)-amin - Google Patents
Verfahren zur Herstellung von Bis-(2-cyanäthyl)-aminInfo
- Publication number
- DE2547977C3 DE2547977C3 DE2547977A DE2547977A DE2547977C3 DE 2547977 C3 DE2547977 C3 DE 2547977C3 DE 2547977 A DE2547977 A DE 2547977A DE 2547977 A DE2547977 A DE 2547977A DE 2547977 C3 DE2547977 C3 DE 2547977C3
- Authority
- DE
- Germany
- Prior art keywords
- acrylonitrile
- cyanoethyl
- amine
- bis
- reaction
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 title claims description 12
- SBAJRGRUGUQKAF-UHFFFAOYSA-N 3-(2-cyanoethylamino)propanenitrile Chemical compound N#CCCNCCC#N SBAJRGRUGUQKAF-UHFFFAOYSA-N 0.000 title claims description 11
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 24
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 17
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 229910021529 ammonia Inorganic materials 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000007789 gas Substances 0.000 description 5
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 4
- 235000011114 ammonium hydroxide Nutrition 0.000 description 4
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 3
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000004848 polyfunctional curative Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 1
- TXPKUUXHNFRBPS-UHFFFAOYSA-N 3-(2-carboxyethylamino)propanoic acid Chemical compound OC(=O)CCNCCC(O)=O TXPKUUXHNFRBPS-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- AGSPXMVUFBBBMO-UHFFFAOYSA-N beta-aminopropionitrile Chemical compound NCCC#N AGSPXMVUFBBBMO-UHFFFAOYSA-N 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- SZUDEHNEMMJTCQ-UHFFFAOYSA-N prop-2-enenitrile;hydrate Chemical compound O.C=CC#N SZUDEHNEMMJTCQ-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2547977A DE2547977C3 (de) | 1975-10-27 | 1975-10-27 | Verfahren zur Herstellung von Bis-(2-cyanäthyl)-amin |
| NL7513700.A NL162065C (nl) | 1975-10-27 | 1975-11-24 | Werkwijze voor het bereiden van bis(2-cyaanethyl)amine. |
| US05/733,999 US4055586A (en) | 1975-10-27 | 1976-10-20 | Process for the manufacture of bis-(2-cyanoethyl)-amine |
| FR7631602A FR2329650A1 (fr) | 1975-10-27 | 1976-10-20 | Procede de preparation de la bis-(2-cyanethyl)-amine |
| GB43563/76A GB1501540A (en) | 1975-10-27 | 1976-10-20 | Process for the manufacture of bis-(2-cyanoethyl)-amine |
| CA263,832A CA1060047A (en) | 1975-10-27 | 1976-10-20 | Process for the manufacture of bis-(2-cyanoethyl)-amine |
| IT51872/76A IT1069971B (it) | 1975-10-27 | 1976-10-25 | Procedimento per la produzione di bis-(2-cianoetil)-ammina |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2547977A DE2547977C3 (de) | 1975-10-27 | 1975-10-27 | Verfahren zur Herstellung von Bis-(2-cyanäthyl)-amin |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2547977A1 DE2547977A1 (de) | 1977-05-05 |
| DE2547977B2 DE2547977B2 (de) | 1978-11-23 |
| DE2547977C3 true DE2547977C3 (de) | 1979-08-09 |
Family
ID=5960169
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2547977A Expired DE2547977C3 (de) | 1975-10-27 | 1975-10-27 | Verfahren zur Herstellung von Bis-(2-cyanäthyl)-amin |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4055586A (OSRAM) |
| CA (1) | CA1060047A (OSRAM) |
| DE (1) | DE2547977C3 (OSRAM) |
| FR (1) | FR2329650A1 (OSRAM) |
| GB (1) | GB1501540A (OSRAM) |
| IT (1) | IT1069971B (OSRAM) |
| NL (1) | NL162065C (OSRAM) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2709966C2 (de) * | 1977-03-08 | 1979-04-12 | Ruhrchemie Ag, 4200 Oberhausen | Verfahren zur Herstellung von ß- Dimethylaminopropionitril |
| DE3120558A1 (de) * | 1981-05-23 | 1982-12-09 | Ruhrchemie Ag, 4200 Oberhausen | Verfahren zur reinigung von n,n-dimethylaminopropylamin |
| WO2016205405A1 (en) * | 2015-06-19 | 2016-12-22 | Ndsu Research Foundation | Coordination polymer |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1992615A (en) * | 1931-09-10 | 1935-02-26 | Ig Farbenindustrie Ag | Amino nitrile and process of producing same |
| US2401429A (en) * | 1942-08-31 | 1946-06-04 | Frederick E Kung | Process for the production of 2-amino-carboxylic acid nitriles |
| US2579580A (en) * | 1950-09-18 | 1951-12-25 | Du Pont | Cyanoethylation |
| US3264341A (en) | 1961-07-03 | 1966-08-02 | Armour & Co | Preparation of dicyanoethylated fatty amines |
| JPS5227138B2 (OSRAM) * | 1973-07-30 | 1977-07-19 |
-
1975
- 1975-10-27 DE DE2547977A patent/DE2547977C3/de not_active Expired
- 1975-11-24 NL NL7513700.A patent/NL162065C/xx not_active IP Right Cessation
-
1976
- 1976-10-20 US US05/733,999 patent/US4055586A/en not_active Expired - Lifetime
- 1976-10-20 GB GB43563/76A patent/GB1501540A/en not_active Expired
- 1976-10-20 FR FR7631602A patent/FR2329650A1/fr active Granted
- 1976-10-20 CA CA263,832A patent/CA1060047A/en not_active Expired
- 1976-10-25 IT IT51872/76A patent/IT1069971B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| NL7513700A (nl) | 1977-04-29 |
| DE2547977B2 (de) | 1978-11-23 |
| FR2329650B1 (OSRAM) | 1979-07-27 |
| CA1060047A (en) | 1979-08-07 |
| NL162065B (nl) | 1979-11-15 |
| US4055586A (en) | 1977-10-25 |
| FR2329650A1 (fr) | 1977-05-27 |
| NL162065C (nl) | 1980-04-15 |
| DE2547977A1 (de) | 1977-05-05 |
| IT1069971B (it) | 1985-03-25 |
| GB1501540A (en) | 1978-02-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: HOECHST AG, 6230 FRANKFURT, DE |