CH145995A - Process for the preparation of a sulfamic acid. - Google Patents
Process for the preparation of a sulfamic acid.Info
- Publication number
- CH145995A CH145995A CH145995DA CH145995A CH 145995 A CH145995 A CH 145995A CH 145995D A CH145995D A CH 145995DA CH 145995 A CH145995 A CH 145995A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- acid
- sulfamic acid
- quinoline
- weight
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 title description 2
- 239000002253 acid Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 239000011230 binding agent Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 6
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical class NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- ZYSOYLBBCYWEMB-UHFFFAOYSA-N 7-aminonaphthalen-1-ol Chemical compound C1=CC=C(O)C2=CC(N)=CC=C21 ZYSOYLBBCYWEMB-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
Description
Verfahren zur Darstellung einer Sulfaminsäure. Sulfaminsäuren der zyklischen Reihe, welche ausser der Sulfaminsäuregruppe (-NHSO;;Fi) noch freie Hydroxyle enthalten, sind bisher nicht bekannt geworden.
Es wurde nun gefunden, dass man zu 2-Otynaphtalin-7-sulfaminsäure von der For mel
EMI0001.0008
gelangen kann, wenn man 2. 7-Aminonaphtol mit einem N-sulfonierend wirkenden Mittel, wie zum Beispiel Chlorsulfonsäure, Schwefel trioxyd in Tetrachloräthan, Pyridinschwefel- säure in Gegenwart von säurebindenden Mit teln, wie zum Beispiel Pyridin, Chinolin, Di- äthylanilin umsetzt.
<I>Beispiel:</I> 11.6 Gewichtsteile Chlorsulfonsäure <B>(1</B> Hol.) werden unterhalb 0 in 1.000 Gewichtsteile trockenes Chinolin unter Rühren eingetragen, sodann werden<B>159</B> Gewichtsteile (1 Mol) 2-Amino-7-oxynaphtalin in fein gepulvertem Zustand zugegeben.
Man erwärmt das Ge misch 2 Stunden auf 40 bis 50 unter Rüh ren und Wasserausschluss. Nach dem Erkal ten wird mit Soda alkalisch gemacht und das, Chinolin mit Wasserdampf abgeblasen Durch Eindampfen der so gewonnenen Lö sung erhält man das Natriumsalz der Sul- faminsäure in kristallisierter Form.
Durch Umlösen aus wenig Wasser kann es in glän- zenden Blättchen erhalten werden; es besitzt die Formel:
EMI0001.0036
Diese neue Verbindung liefert mit tetrazo- tiertem 4. 4'-Diamino-3. 3'-diozy phenyl ge- kuppelt einen Farbstoff, der auf der Faser mit Kupfersulfat nachbehandelt ein rot stichiges Blau von vorzüglicher Wasch- und Lichtechtheit ergibt.
Process for the preparation of a sulfamic acid. Sulphamic acids of the cyclic series, which apart from the sulphamic acid group (-NHSO ;; Fi) also contain free hydroxyls, have not yet become known.
It has now been found that 2-otynaphthalene-7-sulfamic acid of the formula
EMI0001.0008
can be achieved if 2. 7-aminonaphthol is reacted with an N-sulfonating agent such as chlorosulfonic acid, sulfur trioxide in tetrachloroethane, pyridinosulfuric acid in the presence of acid-binding agents such as pyridine, quinoline, diethylaniline.
<I> Example: </I> 11.6 parts by weight of chlorosulfonic acid <B> (1 </B> Hol.) Are added below 0 to 1,000 parts by weight of dry quinoline with stirring, then <B> 159 </B> parts by weight (1 mol ) 2-Amino-7-oxynaphthalene added in a finely powdered state.
The mixture is heated to 40 to 50 for 2 hours with stirring and exclusion of water. After cooling, the solution is made alkaline with soda and the quinoline is blown off with steam. By evaporating the solution obtained in this way, the sodium salt of sulphamic acid is obtained in crystallized form.
It can be obtained in shiny leaves by dissolving it with a little water; it has the formula:
EMI0001.0036
This new compound delivers 4'-diamino-3 with tetrazzo. 3'-diozy phenyl coupled a dye which, after treatment with copper sulphate, gives the fiber a reddish blue of excellent washing and lightfastness.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE145995X | 1928-11-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH145995A true CH145995A (en) | 1931-03-31 |
Family
ID=5671092
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH145995D CH145995A (en) | 1928-11-08 | 1929-11-01 | Process for the preparation of a sulfamic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH145995A (en) |
-
1929
- 1929-11-01 CH CH145995D patent/CH145995A/en unknown
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