AT366379B - METHOD FOR PRODUCING RIGHT-ROTATING D-BIS-2- (4-AETHYL-OXAZOLIDIN) - Google Patents
METHOD FOR PRODUCING RIGHT-ROTATING D-BIS-2- (4-AETHYL-OXAZOLIDIN)Info
- Publication number
- AT366379B AT366379B AT0466477A AT466477A AT366379B AT 366379 B AT366379 B AT 366379B AT 0466477 A AT0466477 A AT 0466477A AT 466477 A AT466477 A AT 466477A AT 366379 B AT366379 B AT 366379B
- Authority
- AT
- Austria
- Prior art keywords
- bis
- aethyl
- oxazolidin
- rotating
- producing right
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title description 2
- 229960000649 oxyphenbutazone Drugs 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 3
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 238000004140 cleaning Methods 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- 230000008020 evaporation Effects 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- LAHLFHOVSWLGHR-UHFFFAOYSA-N 4-ethyl-1,3-oxazolidine Chemical compound CCC1COCN1 LAHLFHOVSWLGHR-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- JCBPETKZIGVZRE-BYPYZUCNSA-N (2s)-2-aminobutan-1-ol Chemical compound CC[C@H](N)CO JCBPETKZIGVZRE-BYPYZUCNSA-N 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/04—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Description
<Desc/Clms Page number 1>
Die Erfindung betrifft ein neues Verfahren zur Herstellung von rechtsdrehendem d-Bis- - Z-H-äthyl-oxazolidin) der Formel
EMI1.1
EMI1.2
<Desc/Clms Page number 2>
Dann dampft man die Benzollösung im Vakuum ein, nimmt den Rückstand in 200 ml Isopropyl- äther auf, behandelt diese Lösung mit Aktivkohle und dampft das Filtrat nochmals ein.
Der erhaltene Rückstand kristallisiert beim Stehen in der Kälte. Die Ausbeute an d-Bis- - 2- (4-äthyl-oxazolidin) ist fast quantitativ.
PATENTANSPRÜCHE :
1. Verfahren zur Herstellung von d-Bis-2- (4-äthyl-oxazolidin) der Formel
EMI2.1
sowie dessen Salzen, dadurch gekennzeichnet, dass man d-2-Amino-1-butanol mit Polyglyoxal gegebenenfalls unter Zusatz von etwas Jod durch Erhitzen in einem inerten, aromatischen Lösungsmittel, welches die azeotrope Entfernung von Wasser bewirkt, kondensiert und das so erhaltene Produkt der Formel (1) gegebenenfalls in das gewünschte Salz überführt.
EMI2.2
<Desc / Clms Page number 1>
The invention relates to a new process for the production of clockwise d-bis- (Z-H-ethyl-oxazolidine) of the formula
EMI1.1
EMI1.2
<Desc / Clms Page number 2>
Then the benzene solution is evaporated in vacuo, the residue is taken up in 200 ml of isopropyl ether, this solution is treated with activated carbon and the filtrate is evaporated again.
The residue obtained crystallizes on standing in the cold. The yield of d-bis- - 2- (4-ethyl-oxazolidine) is almost quantitative.
PATENT CLAIMS:
1. Process for the preparation of d-bis-2- (4-ethyl-oxazolidine) of the formula
EMI2.1
and its salts, characterized in that d-2-amino-1-butanol is condensed with polyglyoxal, optionally with the addition of a little iodine, by heating in an inert, aromatic solvent which brings about the azeotropic removal of water, and the product thus obtained is condensed Formula (1) optionally converted into the desired salt.
EMI2.2
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT0466477A AT366379B (en) | 1977-06-30 | 1977-06-30 | METHOD FOR PRODUCING RIGHT-ROTATING D-BIS-2- (4-AETHYL-OXAZOLIDIN) |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT0466477A AT366379B (en) | 1977-06-30 | 1977-06-30 | METHOD FOR PRODUCING RIGHT-ROTATING D-BIS-2- (4-AETHYL-OXAZOLIDIN) |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ATA466477A ATA466477A (en) | 1981-08-15 |
| AT366379B true AT366379B (en) | 1982-04-13 |
Family
ID=3566813
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT0466477A AT366379B (en) | 1977-06-30 | 1977-06-30 | METHOD FOR PRODUCING RIGHT-ROTATING D-BIS-2- (4-AETHYL-OXAZOLIDIN) |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT366379B (en) |
-
1977
- 1977-06-30 AT AT0466477A patent/AT366379B/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ATA466477A (en) | 1981-08-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ELJ | Ceased due to non-payment of the annual fee |