CH235200A - Process for the preparation of a new derivative of phenylhydrazine-p-sulfonic acid. - Google Patents
Process for the preparation of a new derivative of phenylhydrazine-p-sulfonic acid.Info
- Publication number
- CH235200A CH235200A CH235200DA CH235200A CH 235200 A CH235200 A CH 235200A CH 235200D A CH235200D A CH 235200DA CH 235200 A CH235200 A CH 235200A
- Authority
- CH
- Switzerland
- Prior art keywords
- sulfonic acid
- phenylhydrazine
- preparation
- new derivative
- acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- IOMZCWUHFGMSEJ-UHFFFAOYSA-N 4-(azaniumylamino)benzenesulfonate Chemical class NNC1=CC=C(S(O)(=O)=O)C=C1 IOMZCWUHFGMSEJ-UHFFFAOYSA-N 0.000 title description 2
- 238000002360 preparation method Methods 0.000 title description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- GUIBAZZCJFATIY-UHFFFAOYSA-N 2-(chloromethyl)-4-methyl-1-propan-2-ylbenzene Chemical compound CC(C)C1=CC=C(C)C=C1CCl GUIBAZZCJFATIY-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 239000011230 binding agent Substances 0.000 claims description 3
- 230000007935 neutral effect Effects 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- 238000009736 wetting Methods 0.000 claims description 3
- 239000003599 detergent Substances 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 239000004753 textile Substances 0.000 claims 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- WNNBGLYZPXMVJG-UHFFFAOYSA-N amino(phenyl)sulfamic acid Chemical compound OS(=O)(=O)N(N)C1=CC=CC=C1 WNNBGLYZPXMVJG-UHFFFAOYSA-N 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 description 1
- 229940067157 phenylhydrazine Drugs 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/45—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
- C07C309/47—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton having at least one of the sulfo groups bound to a carbon atom of a six-membered aromatic ring being part of a condensed ring system
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Description
Verfahren zur Herstellung eines neuen Derivats der Phenylhydrazin-p-sulfonsäure. Es wurde gefunden, dass man zu einem -neuen Derivat der Phenylhydrazin-p-,sulfon- säure gelangt, wenn mann, 1 Mol te.chn. P.h:enyl- hydrazin-p-sulfonsäure mit 2 Mo:l 2-Chlor- methyl-cymol in Gegenwart eines säurebin denden Mittels umsetzt.
Die Umsetzung wird zweckmässig bei 60 bis 75 vorgenommen, wobei man als säure bindendes Mittel vorteilhaft Natriumcarbo- nat verwendet.
Das Natriumsalz des neuen Erzeugisses bildet ein farbloses, in Wasser nicht sehr leicht lösliches Pulver von hoher Netzkraft und .gutem Waschvermögen in neutralem Bad. Es kann als- Tegtilhilfsstoff, z. B. als Waschmittel, verwendet werden.
Beispiel: Man neutralisiert 26,2 Gewichtsteile techn. phenylhydrazin - p - sulfonsaures Na trium (68%ig auf Phenylhydrazinsulfon- säure berechnet) mieseiner 10 % igen Natrium- carbonatlösung und lässt unter Rühren bei 65-70 inn'erhal' =#on 3 Stunden 36,
4 Ge- wichtsteile 2-Chlo@rmethyl-cymol gleichzeitig mit etwas mehr als der äquivalenten Menge einer 20 %igen Natriumcarbonatlösung zu fliessen. Hierauf rührt man die Mischung noch während etwa 10 Stunden bei derselben Temperatur, wonach eine Probe der Re- a.ktionsflüssigkeit beim Verdünnen mit Was ser klar löslich ist. Die Lösung wird darauf neutralisiert und zur Trockne eingedampft.
Die Ausbeute an Trockenprodukt beträgt 68,2 Gewichtsteile.
Das so erhaltene N-di-(cymylmethyl)- phenylhydrazin-p-sulfo.nsaure Natrium bil- Jet ein farbloses, in Wasser nicht sehr leicht lösliches Pulver von hoher Netzkraft und gutem Waschvermögen in, neutralem Bad.
Process for the preparation of a new derivative of phenylhydrazine-p-sulfonic acid. It has been found that a -new derivative of phenylhydrazine-p-, sulfonic acid is obtained if one mole of te.chn. P.h: enylhydrazine-p-sulfonic acid with 2 Mo: l 2-chloromethyl-cymene in the presence of an acid-binding agent.
The reaction is expediently carried out at 60 to 75, sodium carbonate advantageously being used as the acid-binding agent.
The sodium salt of the new product forms a colorless powder, which is not very easily soluble in water, of high wetting power and good washing power in a neutral bath. It can be used as a Tegtilhilfsstoff, z. B. can be used as a detergent.
Example: 26.2 parts by weight of techn. phenylhydrazine - p - sulphonic acid sodium (68% based on phenylhydrazinesulphonic acid) poor 10% sodium carbonate solution and leaves with stirring at 65-70 within 3 hours 36,
4 parts by weight of 2-chloromethyl-cymene to flow simultaneously with a little more than the equivalent amount of a 20% sodium carbonate solution. The mixture is then stirred for about 10 hours at the same temperature, after which a sample of the reaction liquid is clearly soluble when diluted with water. The solution is then neutralized and evaporated to dryness.
The yield of dry product is 68.2 parts by weight.
The N-di- (cymylmethyl) -phenylhydrazine-p-sulfonic acid sodium obtained in this way forms a colorless powder, not very easily soluble in water, of high wetting power and good washing power in a neutral bath.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH232114T | 1941-12-24 | ||
| CH235200T | 1941-12-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH235200A true CH235200A (en) | 1944-11-15 |
Family
ID=25727669
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH235200D CH235200A (en) | 1941-12-24 | 1941-12-24 | Process for the preparation of a new derivative of phenylhydrazine-p-sulfonic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH235200A (en) |
-
1941
- 1941-12-24 CH CH235200D patent/CH235200A/en unknown
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