CH182589A - Process for the preparation of a heterocyclic amino compound. - Google Patents
Process for the preparation of a heterocyclic amino compound.Info
- Publication number
- CH182589A CH182589A CH182589DA CH182589A CH 182589 A CH182589 A CH 182589A CH 182589D A CH182589D A CH 182589DA CH 182589 A CH182589 A CH 182589A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- amino compound
- heterocyclic amino
- anilidobenzoxazole
- aniline
- Prior art date
Links
- -1 heterocyclic amino compound Chemical class 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 8
- ZZMLJFHHPQXEQR-UHFFFAOYSA-N 1,3-benzoxazole-2-sulfonic acid Chemical compound C1=CC=C2OC(S(=O)(=O)O)=NC2=C1 ZZMLJFHHPQXEQR-UHFFFAOYSA-N 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 2
- 229940127557 pharmaceutical product Drugs 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000001953 recrystallisation Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Description
Verfahren zur Herstellung einer heterocyclisghen Aminoverbindung. Vorliegendes Patent bezieht sich auf ein Verfahren zur Darstellung einer heterocy- clischen Aminoverbindung, dadurch gekenn zeichnet, dass man die Benzoxazol-2-sulfosäui#e mit Anilin umsetzt.
Das so gebildete 2-Anilidobenzoxazol zeigt di e in derLiteratur angegebenen Eigenschaften. Es soll als Zwischenprodukt zur Herstellung von Farbstoffen und pharmazeutischen Pro dukten Verwendung finden.
<I>Beispiel:</I> 3 kg 2-benzoxazolsulfosaures Natrium werden mit 1,5 kg Anilin in etwa 15 kg Wasser bei Zimmertemperatur gerührt. Es findet bereits bei 1#z-20 0 urfiter Temperatur steigerung die Umsetzung zum 2-Anilido- benzoxazol statt. Man rührt noch einige Stunden bei 40-50' nach. Der gebildete weisse Niederschlag wird abgesaugt, alkalisch gut gewaschen und gegebenenfalls durch Dampfdestillation oder Umkristallisieren von anhaftendem Anilin befreit.
Man erhält auf diese Weise in guter Ausbeute das 2-Anilido- benzoxazol, das nach dem Umkristallisieren aus z. B. Methanol in weissen Kristallen vom Schmelzpunkt 173-174' erhalten wird.
Process for the preparation of a heterocyclic amino compound. The present patent relates to a process for the preparation of a heterocyclic amino compound, characterized in that the benzoxazole-2-sulfo acid is reacted with aniline.
The 2-anilidobenzoxazole thus formed shows the properties reported in the literature. It is intended to be used as an intermediate in the manufacture of dyes and pharmaceutical products.
<I> Example: </I> 3 kg of 2-benzoxazolesulfonic acid are stirred with 1.5 kg of aniline in about 15 kg of water at room temperature. The conversion to 2-anilidobenzoxazole already takes place at a 1 ° z-20 ° increase in temperature. The mixture is stirred for a few hours at 40-50 '. The white precipitate formed is filtered off with suction, washed thoroughly under alkaline conditions and, if necessary, freed from adhering aniline by steam distillation or recrystallization.
In this way, 2-anilidobenzoxazole is obtained in good yield, which after recrystallization from z. B. methanol is obtained in white crystals of melting point 173-174 '.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE182589X | 1933-10-07 | ||
| CH178536T | 1934-04-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH182589A true CH182589A (en) | 1936-02-15 |
Family
ID=25720140
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH182589D CH182589A (en) | 1933-10-07 | 1934-04-26 | Process for the preparation of a heterocyclic amino compound. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH182589A (en) |
-
1934
- 1934-04-26 CH CH182589D patent/CH182589A/en unknown
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