CH222978A - Process for the preparation of a mixed urea with a solubilizing group. - Google Patents
Process for the preparation of a mixed urea with a solubilizing group.Info
- Publication number
- CH222978A CH222978A CH222978DA CH222978A CH 222978 A CH222978 A CH 222978A CH 222978D A CH222978D A CH 222978DA CH 222978 A CH222978 A CH 222978A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- solubilizing group
- mixed urea
- mixed
- water
- Prior art date
Links
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title claims description 8
- 239000004202 carbamide Substances 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 4
- 230000003381 solubilizing effect Effects 0.000 title claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000013078 crystal Substances 0.000 claims description 3
- SWFNPENEBHAHEB-UHFFFAOYSA-N 2-amino-4-chlorophenol Chemical compound NC1=CC(Cl)=CC=C1O SWFNPENEBHAHEB-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/22—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups; from sulfonic halides by reactions not involving the formation of halosulfonyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines gemischten Harnstoffes mit löslichmachender Gruppe. Gegenstand der vorliegenden Erfindung ist ein Verfahren zur Herstellung eines ge mischten Harnstoffes mit löslichmachender Gruppe. Das Verfahren ist dadurch gekenn zeichnet, dass man 4,4'-Dichlor-2'-sulfodi- phenyläther-2-0-phenyl-urethan in Gegen wart von Wasser mit 4-Chlor-2-aminophenol umsetzt.
Der erhaltene gemischte Harnstoff ist neu. Er bildet farblose Kristalle, die in Wasser löslich sind. Er .soll als Zwischenprodukt zur Herstellung von Farbstoffen Verwendung finden.
Beispiel: 24 g kristallisiertes 4,4'-Dichl.or-2'-sulfo- diphenyläther-2-0-phenyl-urethan PhO Mol) werden mit 10 g kristallisiertem Natrium acetat, 16 g 4-Chlor-2-aminophenol und 400 cm' Wasser unter gutem Rühren längere Zeit auf etwa 60 C erwärmt. Dann ver setzt man tropfenweise mit 14 cm' konz. Salzsäure, saugt ab und wäscht mit Wasser nach.
Man erhält so in fast quantitativer Ausbeute den gemischten Harnstoff als Pul ver, das durch dunkel gefärbte, alkaliunlös- liche Körper verunreinigt ist. Durch Um kristallisieren aus verdünntem Äthanol kann es gereinigt werden. Man erhält dann den ge mischten Harnstoff als farblose Kristalle.
Process for the preparation of a mixed urea having a solubilizing group. The present invention relates to a process for the preparation of a mixed urea having a solubilizing group. The process is characterized in that 4,4'-dichloro-2'-sulfodiphenyl ether-2-0-phenyl-urethane is reacted with 4-chloro-2-aminophenol in the presence of water.
The mixed urea obtained is new. It forms colorless crystals that are soluble in water. It should be used as an intermediate product in the manufacture of dyes.
Example: 24 g of crystallized 4,4'-dichloro-2'-sulfodiphenyl ether-2-0-phenyl-urethane PhO Mol) are mixed with 10 g of crystallized sodium acetate, 16 g of 4-chloro-2-aminophenol and 400 g cm 'of water heated to about 60 C for a long time while stirring well. Then one sets drop by drop with 14 cm 'conc. Hydrochloric acid, sucks off and washes with water.
The mixed urea is thus obtained in almost quantitative yield as a powder which is contaminated by dark colored, alkali-insoluble bodies. It can be purified by recrystallizing it from dilute ethanol. The mixed urea is then obtained as colorless crystals.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE222978X | 1938-11-11 | ||
| CH216163T | 1939-11-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH222978A true CH222978A (en) | 1942-08-15 |
Family
ID=25725818
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH222978D CH222978A (en) | 1938-11-11 | 1939-11-02 | Process for the preparation of a mixed urea with a solubilizing group. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH222978A (en) |
-
1939
- 1939-11-02 CH CH222978D patent/CH222978A/en unknown
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