CH145151A - Process for the preparation of a diazoamino compound. - Google Patents
Process for the preparation of a diazoamino compound.Info
- Publication number
- CH145151A CH145151A CH145151DA CH145151A CH 145151 A CH145151 A CH 145151A CH 145151D A CH145151D A CH 145151DA CH 145151 A CH145151 A CH 145151A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- compound
- diazoamino compound
- amino
- diazoamino
- Prior art date
Links
- -1 diazoamino compound Chemical class 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- GRGSHONWRKRWGP-UHFFFAOYSA-N 2-amino-4-sulfobenzoic acid Chemical compound NC1=CC(S(O)(=O)=O)=CC=C1C(O)=O GRGSHONWRKRWGP-UHFFFAOYSA-N 0.000 claims description 3
- PNPCRKVUWYDDST-UHFFFAOYSA-N 3-chloroaniline Chemical compound NC1=CC=CC(Cl)=C1 PNPCRKVUWYDDST-UHFFFAOYSA-N 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 241000607479 Yersinia pestis Species 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- RLNNKLNZXOUFDY-UHFFFAOYSA-M 3-chlorobenzenediazonium;chloride Chemical compound [Cl-].ClC1=CC=CC([N+]#N)=C1 RLNNKLNZXOUFDY-UHFFFAOYSA-M 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung einer Diazoaminoverbindung. Es wurde gefunden, dass man eine tech nisch wertvolle Diazoaminoverbindung er hält, -wenn man die Diazoverbindung aus 3- Chloranilin auf 2-Amino-4-sulfobenzoesäure einwirken lässt.
<I>Beispiel:</I> 127,5 Gewichtsteile '3-Chloranilin werden in üblicher Weise mittelst Salzsäure und Na triumnitrit in die 3-Chlorphenyldiazonium- chloridlösung verwandelt. Diese Lösung lässt man unter Rühren bei<B>0-10'</B> zur neu tralen Lösung von etwas mehr als der berech neten Menge 2-Amino-4-sulfobenzoesäure bei Gegenwart von Natriumacetat fliessen.
Man rührt etwa 1 Stunde, bringt die reichlich aus geschiedene freie Diazoaminosäure durch überschüssige verdünnte Natronlauge in Lö sung und salzt das Dinatriumsalz mit Koch salz aus. Das in gelben Kristallen ausgefal lene Dinatriumsalz wird geschleudert und bei mässiger Wärme getrocknet. Es ist ein in Wasser leicht lösliches gelbes Pulver; die Ausbeute ist nahezu quantitativ. Es soll in der Färberei-. und Druckereipraxis, sowie als Schädlingsbekämpfungsmittel Verwendung finden.
Process for the preparation of a diazoamino compound. It has been found that a technically valuable diazoamino compound is obtained if the diazo compound from 3-chloroaniline is allowed to act on 2-amino-4-sulfobenzoic acid.
<I> Example: </I> 127.5 parts by weight of 3-chloroaniline are converted into the 3-chlorophenyldiazonium chloride solution in the usual way using hydrochloric acid and sodium nitrite. This solution is allowed to flow with stirring at <B> 0-10 '</B> to the neutral solution of slightly more than the calculated amount of 2-amino-4-sulfobenzoic acid in the presence of sodium acetate.
The mixture is stirred for about 1 hour, the free diazoamino acid which has separated out in abundance is brought into solution by excess dilute sodium hydroxide solution and the disodium salt is salted out with sodium chloride. The disodium salt, which has precipitated in yellow crystals, is centrifuged and dried at moderate heat. It is a yellow powder that is easily soluble in water; the yield is almost quantitative. It is supposed to be used in dyeing. and printing practice, as well as pesticides use.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE145151X | 1928-07-14 | ||
| CH145151T | 1929-06-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH145151A true CH145151A (en) | 1931-02-15 |
Family
ID=25714603
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH145151D CH145151A (en) | 1928-07-14 | 1929-06-28 | Process for the preparation of a diazoamino compound. |
| CH151141D CH151141A (en) | 1928-07-14 | 1930-01-21 | Process for the preparation of a diazoamino compound. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH151141D CH151141A (en) | 1928-07-14 | 1930-01-21 | Process for the preparation of a diazoamino compound. |
Country Status (2)
| Country | Link |
|---|---|
| AT (1) | AT124255B (en) |
| CH (2) | CH145151A (en) |
-
1929
- 1929-06-28 CH CH145151D patent/CH145151A/en unknown
- 1929-06-28 AT AT124255D patent/AT124255B/en active
-
1930
- 1930-01-21 CH CH151141D patent/CH151141A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AT124255B (en) | 1931-08-25 |
| CH151141A (en) | 1931-11-30 |
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