CH666027A5 - Verfahren zur herstellung von phthalimiden der alkalimetalle. - Google Patents
Verfahren zur herstellung von phthalimiden der alkalimetalle. Download PDFInfo
- Publication number
- CH666027A5 CH666027A5 CH4158/85A CH415885A CH666027A5 CH 666027 A5 CH666027 A5 CH 666027A5 CH 4158/85 A CH4158/85 A CH 4158/85A CH 415885 A CH415885 A CH 415885A CH 666027 A5 CH666027 A5 CH 666027A5
- Authority
- CH
- Switzerland
- Prior art keywords
- phthalimide
- alcohol
- phthalimides
- butanol
- mol
- Prior art date
Links
- 229910052783 alkali metal Inorganic materials 0.000 title claims description 20
- 150000001340 alkali metals Chemical class 0.000 title claims description 20
- 238000004519 manufacturing process Methods 0.000 title description 6
- 238000006243 chemical reaction Methods 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 29
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 claims description 26
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 24
- 125000005543 phthalimide group Chemical class 0.000 claims description 11
- 238000002360 preparation method Methods 0.000 claims description 10
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 48
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 30
- 239000000243 solution Substances 0.000 description 24
- 239000000126 substance Substances 0.000 description 14
- 239000007795 chemical reaction product Substances 0.000 description 11
- 239000000843 powder Substances 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- BYXYCUABYHCYLY-UHFFFAOYSA-N isoindole-1,3-dione;potassium Chemical compound [K].C1=CC=C2C(=O)NC(=O)C2=C1 BYXYCUABYHCYLY-UHFFFAOYSA-N 0.000 description 10
- 238000003756 stirring Methods 0.000 description 7
- 239000000725 suspension Substances 0.000 description 7
- 238000001035 drying Methods 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 239000000470 constituent Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- BMTAFVWTTFSTOG-UHFFFAOYSA-N Butylate Chemical compound CCSC(=O)N(CC(C)C)CC(C)C BMTAFVWTTFSTOG-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- -1 dehydrated aliphatic alcohols Chemical class 0.000 description 2
- DEGPIRUPAKWDBU-UHFFFAOYSA-N isoindole-1,3-dione;sodium Chemical compound [Na].C1=CC=C2C(=O)NC(=O)C2=C1 DEGPIRUPAKWDBU-UHFFFAOYSA-N 0.000 description 2
- 239000003039 volatile agent Substances 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229940126601 medicinal product Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- FYRHIOVKTDQVFC-UHFFFAOYSA-M potassium phthalimide Chemical compound [K+].C1=CC=C2C(=O)[N-]C(=O)C2=C1 FYRHIOVKTDQVFC-UHFFFAOYSA-M 0.000 description 1
- CUQOHAYJWVTKDE-UHFFFAOYSA-N potassium;butan-1-olate Chemical compound [K+].CCCC[O-] CUQOHAYJWVTKDE-UHFFFAOYSA-N 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/SU1984/000003 WO1985003292A1 (en) | 1984-01-23 | 1984-01-23 | Process for obtaining phthalimides of alkali metals |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH666027A5 true CH666027A5 (de) | 1988-06-30 |
Family
ID=21616833
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH4158/85A CH666027A5 (de) | 1984-01-23 | 1984-01-23 | Verfahren zur herstellung von phthalimiden der alkalimetalle. |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4642354A (OSRAM) |
| JP (1) | JPS61500908A (OSRAM) |
| CH (1) | CH666027A5 (OSRAM) |
| DE (2) | DE3490639T (OSRAM) |
| GB (1) | GB2162847B (OSRAM) |
| HU (1) | HU195188B (OSRAM) |
| WO (1) | WO1985003292A1 (OSRAM) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1420523A (en) * | 1973-03-14 | 1976-01-07 | Sterling Winthrop | Preparation of phthalimide salts |
| SU875794A1 (ru) * | 1979-07-31 | 1985-06-15 | Предприятие П/Я А-7253 | Способ получени фталимидов щелочных металлов |
-
1984
- 1984-01-23 GB GB08522751A patent/GB2162847B/en not_active Expired
- 1984-01-23 WO PCT/SU1984/000003 patent/WO1985003292A1/ru active Application Filing
- 1984-01-23 DE DE19843490639 patent/DE3490639T/de active Pending
- 1984-01-23 US US06/776,112 patent/US4642354A/en not_active Expired - Fee Related
- 1984-01-23 HU HU843333A patent/HU195188B/hu not_active IP Right Cessation
- 1984-01-23 JP JP59502856A patent/JPS61500908A/ja active Pending
- 1984-01-23 DE DE3490639A patent/DE3490639C2/de not_active Expired
- 1984-01-23 CH CH4158/85A patent/CH666027A5/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JPS61500908A (ja) | 1986-05-08 |
| HU195188B (en) | 1988-04-28 |
| GB2162847A (en) | 1986-02-12 |
| DE3490639T (de) | 1986-01-09 |
| US4642354A (en) | 1987-02-10 |
| GB2162847B (en) | 1987-06-03 |
| WO1985003292A1 (en) | 1985-08-01 |
| HUT38312A (en) | 1986-05-28 |
| GB8522751D0 (en) | 1985-10-16 |
| DE3490639C2 (OSRAM) | 1988-11-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |