IES20180079A2 - Medicine intermediates 2,6-dicarboxylic acid pyridine synthesis method - Google Patents
Medicine intermediates 2,6-dicarboxylic acid pyridine synthesis methodInfo
- Publication number
- IES20180079A2 IES20180079A2 IES20180079A IES20180079A IES20180079A2 IE S20180079 A2 IES20180079 A2 IE S20180079A2 IE S20180079 A IES20180079 A IE S20180079A IE S20180079 A IES20180079 A IE S20180079A IE S20180079 A2 IES20180079 A2 IE S20180079A2
- Authority
- IE
- Ireland
- Prior art keywords
- solution
- dicarboxylic acid
- washed
- acid pyridine
- synthesis method
- Prior art date
Links
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 title abstract 6
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 title abstract 3
- 229940079593 drug Drugs 0.000 title abstract 2
- 239000003814 drug Substances 0.000 title abstract 2
- 239000000543 intermediate Substances 0.000 title abstract 2
- 238000001308 synthesis method Methods 0.000 title abstract 2
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 3
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 abstract 2
- 238000003756 stirring Methods 0.000 abstract 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 abstract 1
- BFXIRLJNNHSRRI-UHFFFAOYSA-N 2-ethyl-6-propan-2-ylpyridine-3,5-diol Chemical compound C(C)(C)C1=NC(=C(C=C1O)O)CC BFXIRLJNNHSRRI-UHFFFAOYSA-N 0.000 abstract 1
- JHXKRIRFYBPWGE-UHFFFAOYSA-K bismuth chloride Chemical compound Cl[Bi](Cl)Cl JHXKRIRFYBPWGE-UHFFFAOYSA-K 0.000 abstract 1
- FFSAXUULYPJSKH-UHFFFAOYSA-N butyrophenone Chemical compound CCCC(=O)C1=CC=CC=C1 FFSAXUULYPJSKH-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000013078 crystal Substances 0.000 abstract 1
- 239000000706 filtrate Substances 0.000 abstract 1
- GQKZBCPTCWJTAS-UHFFFAOYSA-N methoxymethylbenzene Chemical compound COCC1=CC=CC=C1 GQKZBCPTCWJTAS-UHFFFAOYSA-N 0.000 abstract 1
- RIWRFSMVIUAEBX-UHFFFAOYSA-N n-methyl-1-phenylmethanamine Chemical compound CNCC1=CC=CC=C1 RIWRFSMVIUAEBX-UHFFFAOYSA-N 0.000 abstract 1
- 235000006408 oxalic acid Nutrition 0.000 abstract 1
- 235000010333 potassium nitrate Nutrition 0.000 abstract 1
- 239000004323 potassium nitrate Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 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
- C07D213/79—Acids; Esters
-
- 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
- C07D213/79—Acids; Esters
- C07D213/803—Processes of preparation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Medicine intermediates 2,6-dicarboxylic acid pyridine synthesis method, comprises the following steps: 2 mol 2-isopropyl-3,5-dihydroxy-6-ethylpyridine and5-7 mol ethylene glycol methyl ether were added to the reaction vessel, controlled the stirring rate at 190-230 rpm, raised the temperature to 60-67 V, added 3-4mol bismuth trichloride, kept for 40-60 min, reduced the temperature of the solution to 5-9 V, precipitated the solid, filtrated, washed with potassium nitrate solution for 3-7 times, combined the filtrate and washing solution, controlled the stirring speed at110-130 rpm, adjusted the pH to 2-3 by oxalic acid solution, washed with N-benzylmethylamine solution, washed with benzyl methyl ether solution, recrystallized in propyl phenyl ketone solution, precipitated the crystals, got the finished product 2,6-dicarboxylic acid pyridine.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710207918.7A CN108239023A (en) | 2017-04-02 | 2017-04-02 | A kind of synthetic method of medicine intermediate 2,6- dioctyl phthalate pyridines |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IES20180079A2 true IES20180079A2 (en) | 2019-04-03 |
| IES86973B2 IES86973B2 (en) | 2019-05-01 |
Family
ID=58744620
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IES20180079A IES86973B2 (en) | 2017-04-02 | 2018-03-27 | Medicine intermediates 2,6-dicarboxylic acid pyridine synthesis method |
Country Status (4)
| Country | Link |
|---|---|
| CN (1) | CN108239023A (en) |
| AU (1) | AU2018100413A4 (en) |
| GB (1) | GB201705844D0 (en) |
| IE (1) | IES86973B2 (en) |
-
2017
- 2017-04-02 CN CN201710207918.7A patent/CN108239023A/en active Pending
- 2017-04-11 GB GBGB1705844.7A patent/GB201705844D0/en not_active Ceased
-
2018
- 2018-03-27 IE IES20180079A patent/IES86973B2/en unknown
- 2018-03-31 AU AU2018100413A patent/AU2018100413A4/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| IES86973B2 (en) | 2019-05-01 |
| GB201705844D0 (en) | 2017-05-24 |
| AU2018100413A4 (en) | 2018-05-10 |
| CN108239023A (en) | 2018-07-03 |
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