CH212986A - Process for the preparation of a halogen-substituted acylaminosulfonic acid. - Google Patents
Process for the preparation of a halogen-substituted acylaminosulfonic acid.Info
- Publication number
- CH212986A CH212986A CH212986DA CH212986A CH 212986 A CH212986 A CH 212986A CH 212986D A CH212986D A CH 212986DA CH 212986 A CH212986 A CH 212986A
- Authority
- CH
- Switzerland
- Prior art keywords
- acid
- halogen
- substituted
- preparation
- acylaminosulfonic
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- 230000002940 repellent Effects 0.000 claims description 2
- 239000005871 repellent Substances 0.000 claims description 2
- 229960003424 phenylacetic acid Drugs 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- UMQUIRYNOVNYPA-UHFFFAOYSA-N 2-(4-chlorophenyl)acetyl chloride Chemical compound ClC(=O)CC1=CC=C(Cl)C=C1 UMQUIRYNOVNYPA-UHFFFAOYSA-N 0.000 description 1
- 150000003855 acyl compounds Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/006—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length of peptides containing derivatised side chain amino acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Analytical Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung einer halogensubstituierten Acylaminosulfonsäure. Gegenstand des vorliegenden Zueatz- patentes ist ein Verfahren zur Herstellung einer halogensubstituierten Acylaminosulfon- säure, dadurch gekennzeichnet, dass man 3'- Aminobenzoyl - 3,4 --diohlorauiliu-6-sulfon - säure mit p-Chlorphenylesssigsäurechlorid um setzt.
Die neue Verbindung, die 3'-(4"-Chlor phenylacetylamino)-benzoyl-3,4-dichloranilin- 6-sudfons@äure, ist eine spröde, bräunliche Masse, die sich zur Verwendung als Motten- s,chutzmittel eignet.
<I>Beispiel:</I> 18 Teile 3'-Aminobenzoyl-3.,4-,diohlorani- lin-6-sulfonsäure werden in 100 Volumteilen trockenem Pyridin gelöst und unter Rühren und Kühlen mit Eiswasser mit 10 Teilen p-Chlorphenyless-igsäurechlorid in kleinen Portionen versetzt. Nachher wird 5 Stunden bei gewöhnlicher Temperatur gerührt, dann noch 1 Stunde auf<B>50-60'</B> erwärmt, mit etwas 8odalösung versetzt und dampfdestil liert, bis kein Pyridin mehr übergeht.
Aus dem Rückstand wird die Acylverbinduug mit Salzlösung als Harz abgeschieden, die wäss- rige Lösung abgegossen und das Harz im Vakuumgetrocknet, wodurch dieses, als spröde, bräunliche Masse erhalten wird.
Process for the preparation of a halogen-substituted acylaminosulfonic acid. The subject of the present Zueatz patent is a process for the production of a halogen-substituted acylaminosulfonic acid, characterized in that 3'-aminobenzoyl-3,4 -diohlorauiliu-6-sulfonic acid is reacted with p-chlorophenylacetic acid chloride.
The new compound, the 3 '- (4 "-chlorophenylacetylamino) -benzoyl-3,4-dichloroaniline-6-sudfons @ acid, is a brittle, brownish mass which is suitable for use as a moth repellent.
<I> Example: </I> 18 parts of 3'-aminobenzoyl-3, 4-, diohloraniline-6-sulfonic acid are dissolved in 100 parts by volume of dry pyridine and mixed with 10 parts of p-chlorophenyless- with stirring and cooling with ice water igsäurechlorid added in small portions. The mixture is then stirred for 5 hours at normal temperature, then heated to <B> 50-60 '</B> for a further hour, mixed with some 8oda solution and steam distilled until no more pyridine passes over.
The acyl compound is separated from the residue with salt solution as resin, the aqueous solution is poured off and the resin is dried in vacuo, whereby it is obtained as a brittle, brownish mass.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH536047X | 1938-06-16 | ||
| CH212986T | 1938-12-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH212986A true CH212986A (en) | 1940-12-31 |
Family
ID=25725325
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH212986D CH212986A (en) | 1938-06-16 | 1938-12-19 | Process for the preparation of a halogen-substituted acylaminosulfonic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH212986A (en) |
-
1938
- 1938-12-19 CH CH212986D patent/CH212986A/en unknown
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