CH163888A - Process for preparing an acylaminosulfonic acid chloride of the benzene series. - Google Patents
Process for preparing an acylaminosulfonic acid chloride of the benzene series.Info
- Publication number
- CH163888A CH163888A CH163888DA CH163888A CH 163888 A CH163888 A CH 163888A CH 163888D A CH163888D A CH 163888DA CH 163888 A CH163888 A CH 163888A
- Authority
- CH
- Switzerland
- Prior art keywords
- acid chloride
- preparing
- benzene series
- acetylamino
- acylaminosulfonic
- Prior art date
Links
- 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 title description 2
- 150000001555 benzenes Chemical class 0.000 title description 2
- 238000004519 manufacturing process Methods 0.000 title description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 claims description 3
- KRKMAUKQDRAOFI-UHFFFAOYSA-N 3-acetamido-4-methoxybenzenesulfonyl chloride Chemical compound COC1=CC=C(S(Cl)(=O)=O)C=C1NC(C)=O KRKMAUKQDRAOFI-UHFFFAOYSA-N 0.000 claims description 3
- FGOFNVXHDGQVBG-UHFFFAOYSA-N N-(2-methoxyphenyl)acetamide Chemical compound COC1=CC=CC=C1NC(C)=O FGOFNVXHDGQVBG-UHFFFAOYSA-N 0.000 claims description 3
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines Acylaminosulfonsäurechlorids der Benzolreihe. Es wurde gefunden, dass man 1-Acet.yl- amino-2-methoxy-benzol-5-sulfonsäurechlorid dadurch erhalten kann, dass man auf 1-Ace- tylamino - 2- methoxybenzol Chlorsulfonsäure einwirken lässt.
Die neue Verbindung soll als Zwischen produkt zum Aufbau von Farbstoffen, Arznei mitteln usw. Verwendung finden.
<I>Beispiel:</I> 165 Gewichtsteile 1-Acetylamino-2-me- thoxybenzol werden in 660 Gewichtsteile Chlorsulfonsäure bei 20-30 eingetragen und etwa 20 Stunden bei Zimmertemperatur ver rührt. Das Reaktionsgemisch wird dann auf 3000 Gewichtsteile Eis gegeben. Das dabei sich in fester Form abscheidende 1-Acetyl- amino- 2 -metboxybenzol - 5 -sulfonsäurechlorid wird von der sauren Brühe abgesaugt und mit kaltem Wasser säurefrei gewaschen.
Aus Benzol kristallisiert 1-Acetylamino-2-rnethoxy- benzol-5-sulfonsäurechlorid in farblosen langen Prismen, Schmelzpunkt 149 C.
Process for preparing an acylaminosulfonic acid chloride of the benzene series. It has been found that 1-acetylamino-2-methoxybenzene-5-sulfonic acid chloride can be obtained by letting chlorosulfonic acid act on 1-acetylamino-2-methoxybenzene.
The new compound is intended to be used as an intermediate product for the synthesis of dyes, drugs, etc.
<I> Example: </I> 165 parts by weight of 1-acetylamino-2-methoxybenzene are added to 660 parts by weight of chlorosulfonic acid at 20-30 and stirred for about 20 hours at room temperature. The reaction mixture is then poured onto 3000 parts by weight of ice. The 1-acetylamino-2-metboxybenzene-5-sulfonic acid chloride which separates out in solid form is suctioned off from the acidic broth and washed free of acid with cold water.
1-Acetylamino-2-methoxybenzene-5-sulfonic acid chloride crystallizes from benzene in colorless long prisms, melting point 149 C.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE163888X | 1931-09-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH163888A true CH163888A (en) | 1933-09-15 |
Family
ID=5683951
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH163888D CH163888A (en) | 1931-09-09 | 1932-08-26 | Process for preparing an acylaminosulfonic acid chloride of the benzene series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH163888A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4111988A (en) * | 1977-01-10 | 1978-09-05 | The Dow Chemical Company | 4-(2,2-Dichloro-1,1-difluoroethoxybenzene) sulfonyl chloride and its preparation |
-
1932
- 1932-08-26 CH CH163888D patent/CH163888A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4111988A (en) * | 1977-01-10 | 1978-09-05 | The Dow Chemical Company | 4-(2,2-Dichloro-1,1-difluoroethoxybenzene) sulfonyl chloride and its preparation |
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