CH143276A - Process for the preparation of an isatin derivative - Google Patents
Process for the preparation of an isatin derivativeInfo
- Publication number
- CH143276A CH143276A CH143276DA CH143276A CH 143276 A CH143276 A CH 143276A CH 143276D A CH143276D A CH 143276DA CH 143276 A CH143276 A CH 143276A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- isatin derivative
- derivative
- isatin
- weight
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- JXDYKVIHCLTXOP-UHFFFAOYSA-N isatin Chemical class C1=CC=C2C(=O)C(=O)NC2=C1 JXDYKVIHCLTXOP-UHFFFAOYSA-N 0.000 title description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 4
- 229960000583 acetic acid Drugs 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000012362 glacial acetic acid Substances 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims 1
- 239000013067 intermediate product Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- BMIPMKQAAJKBKP-UHFFFAOYSA-N 2,4,5-Trimethylaniline Chemical compound CC1=CC(C)=C(N)C=C1C BMIPMKQAAJKBKP-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
Landscapes
- Indole Compounds (AREA)
Description
Terfahren zur Darstellung eines Isatinderivates. Cxegeiistand vorliegender Erfindung ist eiii Verfahren zur Darstellung eines Isatin- derivates, dadurch gekennzeichnet, dati man ein<B>2'.</B> 4. 5 - Trimethyl - 1 - phenyloxamin- säiirehalogenid mit einem kondensierenden Mittel behandelt.
Beispiel 40 Gewichtsteile Pseudocumidin (1-Amino- . 1 . 5 - trimethylbenzol) werden in 250 Ge- -#vichtsteilen Nitrobenzol gelöst und über das salzsaure Salz durch Behandeln mit 44 Ge wichtsteilen Otalylchlorid in das 2.4.5- "Crimethyl-l-phenyloxaminsäurechlorid und Hierauf mit 44 Gewichtsteilen Aluminium chlorid in das Isatin verwandelt.
Beim Ein- (riessen der Reaktionslösung in verdünnter Säure scheidet sich das 4 . 5 . 7 - Trimethyl- iatin in kleinkristallinischer Form ab und kann durch scharfes Absaugen von der Salzsäure und dem Nitrobenzol getrennt wer den. Es kristallisiert aus Eisessig zu roten Nadeln vom Schmelzpunkt 275 . Die Aus beute beträgt rund 80 % der Theorie.
To represent an isatin derivative. The subject of the present invention is a process for the preparation of an isatin derivative, characterized in that a <B> 2 '. </B> 4.5-trimethyl-1-phenyloxamine acid halide is treated with a condensing agent.
Example 40 parts by weight of pseudocumidine (1-amino-. 1.5-trimethylbenzene) are dissolved in 250 parts by weight of nitrobenzene and converted into the 2.4.5- "crimethyl-l-phenyloxamic acid chloride via the hydrochloric acid salt by treating with 44 parts by weight of otalyl chloride and then converted into the isatin with 44 parts by weight of aluminum chloride.
When the reaction solution is poured into dilute acid, the 4,5,7-trimethylate separates out in small crystalline form and can be separated from the hydrochloric acid and nitrobenzene by sharp suction. It crystallizes from glacial acetic acid to red needles with a melting point 275. The yield is around 80% of theory.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE143276X | 1928-03-27 | ||
| CH141530T | 1929-03-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH143276A true CH143276A (en) | 1930-10-31 |
Family
ID=25713775
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH143276D CH143276A (en) | 1928-03-27 | 1929-03-22 | Process for the preparation of an isatin derivative |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH143276A (en) |
-
1929
- 1929-03-22 CH CH143276D patent/CH143276A/en unknown
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