CA1056835A - Process for recovering nicotinic amide - Google Patents
Process for recovering nicotinic amideInfo
- Publication number
- CA1056835A CA1056835A CA250,396A CA250396A CA1056835A CA 1056835 A CA1056835 A CA 1056835A CA 250396 A CA250396 A CA 250396A CA 1056835 A CA1056835 A CA 1056835A
- Authority
- CA
- Canada
- Prior art keywords
- nicotinic
- process according
- melt
- solvent
- amide
- 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
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 title claims abstract description 59
- 238000000034 method Methods 0.000 title claims abstract description 24
- 239000000155 melt Substances 0.000 claims abstract description 23
- 239000011541 reaction mixture Substances 0.000 claims abstract description 19
- 239000002904 solvent Substances 0.000 claims abstract description 17
- 230000007062 hydrolysis Effects 0.000 claims abstract description 14
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 14
- 150000002825 nitriles Chemical class 0.000 claims abstract description 14
- 239000011552 falling film Substances 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 6
- 238000001816 cooling Methods 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 8
- 239000000047 product Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 3
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- KFLRWGSAMLBHBV-UHFFFAOYSA-M sodium;pyridine-3-carboxylate Chemical compound [Na+].[O-]C(=O)C1=CC=CN=C1 KFLRWGSAMLBHBV-UHFFFAOYSA-M 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003674 animal food additive Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 description 2
- 239000011664 nicotinic acid Substances 0.000 description 2
- 235000001968 nicotinic acid Nutrition 0.000 description 2
- 229960003512 nicotinic acid Drugs 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000110 cooling liquid Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229940032007 methylethyl ketone Drugs 0.000 description 1
- KRTSDMXIXPKRQR-AATRIKPKSA-N monocrotophos Chemical compound CNC(=O)\C=C(/C)OP(=O)(OC)OC KRTSDMXIXPKRQR-AATRIKPKSA-N 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 229960003226 nikethamide Drugs 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- -1 propanol-(2) Chemical compound 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19752517053 DE2517053A1 (de) | 1975-04-17 | 1975-04-17 | Verfahren zur gewinnung von nicotinsaeureamid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1056835A true CA1056835A (en) | 1979-06-19 |
Family
ID=5944302
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA250,396A Expired CA1056835A (en) | 1975-04-17 | 1976-04-15 | Process for recovering nicotinic amide |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US4139536A (cg-RX-API-DMAC7.html) |
| JP (1) | JPS6044300B2 (cg-RX-API-DMAC7.html) |
| AT (1) | AT349015B (cg-RX-API-DMAC7.html) |
| BE (1) | BE840832A (cg-RX-API-DMAC7.html) |
| BR (1) | BR7602264A (cg-RX-API-DMAC7.html) |
| CA (1) | CA1056835A (cg-RX-API-DMAC7.html) |
| CH (1) | CH599158A5 (cg-RX-API-DMAC7.html) |
| DE (1) | DE2517053A1 (cg-RX-API-DMAC7.html) |
| FR (1) | FR2307804A1 (cg-RX-API-DMAC7.html) |
| GB (1) | GB1524142A (cg-RX-API-DMAC7.html) |
| IL (1) | IL49421A (cg-RX-API-DMAC7.html) |
| IT (1) | IT1064108B (cg-RX-API-DMAC7.html) |
| MX (1) | MX3601E (cg-RX-API-DMAC7.html) |
| NL (1) | NL7603203A (cg-RX-API-DMAC7.html) |
| SE (1) | SE426064B (cg-RX-API-DMAC7.html) |
| ZA (1) | ZA762250B (cg-RX-API-DMAC7.html) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4327219A (en) * | 1980-04-21 | 1982-04-27 | The Lummus Company | Nicotinamide production |
| DE3028904A1 (de) * | 1980-07-30 | 1982-02-25 | Degussa Ag, 6000 Frankfurt | Verfahren zur reinigung von nicotinsaeureamid i. |
| DE3028791A1 (de) * | 1980-07-30 | 1982-02-25 | Degussa Ag, 6000 Frankfurt | Verfahren zur reinigung von nicotinsaeureamid ii. |
| RU2175968C2 (ru) * | 1996-02-09 | 2001-11-20 | Рейлли Индастриз, Инк. | Непрерывные способы гидролиза цианопиридинов в адиабатических условиях |
| TW539670B (en) * | 1998-07-21 | 2003-07-01 | Reilly Ind Inc | Processes for producing highly pure nicotinamide |
| DE19959668A1 (de) * | 1999-12-10 | 2001-06-13 | Degussa | Rieselfähige Nicotinsäureamid-haltige Formlinge und Verfahren zu deren Herstellung |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2471518A (en) * | 1949-05-31 | Nicotinic acid amide and processes | ||
| US2904552A (en) * | 1958-07-21 | 1959-09-15 | Distillers Co Yeast Ltd | Production of nicotinamide and isonicotinamide |
-
1975
- 1975-04-17 DE DE19752517053 patent/DE2517053A1/de not_active Withdrawn
-
1976
- 1976-02-27 SE SE7602839A patent/SE426064B/xx not_active IP Right Cessation
- 1976-03-26 NL NL7603203A patent/NL7603203A/xx active Search and Examination
- 1976-04-02 GB GB13424/76A patent/GB1524142A/en not_active Expired
- 1976-04-12 US US05/676,197 patent/US4139536A/en not_active Expired - Lifetime
- 1976-04-13 BR BR7602264A patent/BR7602264A/pt unknown
- 1976-04-13 MX MX76170U patent/MX3601E/es unknown
- 1976-04-14 IL IL49421A patent/IL49421A/xx unknown
- 1976-04-14 FR FR7611047A patent/FR2307804A1/fr active Granted
- 1976-04-15 JP JP51043493A patent/JPS6044300B2/ja not_active Expired
- 1976-04-15 BE BE6045450A patent/BE840832A/xx not_active IP Right Cessation
- 1976-04-15 IT IT49055/76A patent/IT1064108B/it active
- 1976-04-15 ZA ZA762250A patent/ZA762250B/xx unknown
- 1976-04-15 CA CA250,396A patent/CA1056835A/en not_active Expired
- 1976-04-15 AT AT279876A patent/AT349015B/de not_active IP Right Cessation
- 1976-04-15 CH CH488376A patent/CH599158A5/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE2517053A1 (de) | 1976-10-28 |
| ATA279876A (de) | 1978-08-15 |
| SE7602839L (sv) | 1976-10-18 |
| CH599158A5 (cg-RX-API-DMAC7.html) | 1978-05-12 |
| JPS51127084A (en) | 1976-11-05 |
| IL49421A (en) | 1978-10-31 |
| NL7603203A (nl) | 1976-10-19 |
| ZA762250B (en) | 1977-04-27 |
| FR2307804A1 (fr) | 1976-11-12 |
| IT1064108B (it) | 1985-02-18 |
| JPS6044300B2 (ja) | 1985-10-02 |
| MX3601E (es) | 1981-03-30 |
| AT349015B (de) | 1979-03-12 |
| IL49421A0 (en) | 1976-06-30 |
| GB1524142A (en) | 1978-09-06 |
| SE426064B (sv) | 1982-12-06 |
| US4139536A (en) | 1979-02-13 |
| BR7602264A (pt) | 1976-10-12 |
| FR2307804B1 (cg-RX-API-DMAC7.html) | 1979-08-31 |
| BE840832A (fr) | 1976-10-15 |
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