CH311097A - Process for the preparation of an N-aryl-N'-aminoalkyl urea. - Google Patents
Process for the preparation of an N-aryl-N'-aminoalkyl urea.Info
- Publication number
- CH311097A CH311097A CH311097DA CH311097A CH 311097 A CH311097 A CH 311097A CH 311097D A CH311097D A CH 311097DA CH 311097 A CH311097 A CH 311097A
- Authority
- CH
- Switzerland
- Prior art keywords
- ethyl
- urea
- aryl
- preparation
- formula
- Prior art date
Links
- 239000004202 carbamide Substances 0.000 title claims description 12
- 238000000034 method Methods 0.000 title claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 11
- -1 2,6-dimethylphenyl Chemical group 0.000 claims description 5
- YQLRKXVEALTVCZ-UHFFFAOYSA-N 2-isocyanato-1,3-dimethylbenzene Chemical compound CC1=CC=CC(C)=C1N=C=O YQLRKXVEALTVCZ-UHFFFAOYSA-N 0.000 claims description 5
- QSACPWSIIRFHHR-UHFFFAOYSA-N dimethylphenyl isocyanide Natural products CC1=CC=CC(C)=C1C#N QSACPWSIIRFHHR-UHFFFAOYSA-N 0.000 claims description 5
- 239000000155 melt Substances 0.000 claims description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 229940126601 medicinal product Drugs 0.000 claims description 4
- HDCAZTXEZQWTIJ-UHFFFAOYSA-N n,n',n'-triethylethane-1,2-diamine Chemical compound CCNCCN(CC)CC HDCAZTXEZQWTIJ-UHFFFAOYSA-N 0.000 claims description 3
- 150000003254 radicals Chemical class 0.000 claims description 3
- UDGSVBYJWHOHNN-UHFFFAOYSA-N n',n'-diethylethane-1,2-diamine Chemical compound CCN(CC)CCN UDGSVBYJWHOHNN-UHFFFAOYSA-N 0.000 claims description 2
- 239000003208 petroleum Substances 0.000 claims description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines N-Aryl-N'-aminoalkyl-harnstoffes.
Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines N-Aryl-N'aminoalkyl-harnstoffes. Das Verfahren ist dadurch gekennzeichnet, dass man eine Verbindung der Formel
EMI1.1
auf eine Verbindung der Formel
EMI1.2
einwirken lässt, worin X und Y reaktions fähige, sich unmittelbar zur Gruppe
EMI1.3
verbindende Reste bedeuten, wobei X die Atomgruppierung
EMI1.4
Itnd Y die Atomgruppierung
EMI1.5
enthält. Beispielsweise kann man 2,6-Dimethylphenylisocyanat auf N, N-Diäthyl-N'-äthyl- äthylendiamin einwirken lassen.
Die erhaltene neue Verbindung, der N (2,6-Dimethyl-phenyl)-N'-äthyl-N'- (ss-diäthyl- amino-äthyl)-harnstoff, sehmilzt bei 55 . Sie soll als Arzneimittel und als Zwischenprodukt für Arzneimittel Verwendung finden.
Beispiel :
In eine Lösung von 8,7 Teilen N, N-Di äthyl-N'-äthyl-äthylendiamin in 40 Volumteilen abs. Xther werden innerhalb 10 Minuten 9 Teile 2,6-Dimethyl-phenylisocyanat eingetropft, das Ganze noch 1 Stunde unter Rück- fluss gekocht und anschliessend der Xther abdestilliert. Der ölige Rückstand kann durch Zusatz von Petroläther zur Kristallisation gebracht werden. Der N- (2, 6-Dimethyl-phenyl)- N'-äthyl-N'- (ss-diäthylamino-äthyl)-harnstoff schmilzt bei 55 .
PATENTANSPRUCH :
Verfahren zur Herstellung eines N-Aryl NT'-aminoalkyl-harnstoffes, dadurch gekennzeichnet, dass man eine Verbindung der Formel
EMI1.6
auf eine Verbindung der Formel
EMI1.7
**WARNUNG** Ende DESC Feld konnte Anfang CLMS uberlappen**.
Process for the preparation of an N-aryl-N'-aminoalkyl urea.
The subject of the present patent is a process for the preparation of an N-aryl-N'aminoalkyl-urea. The process is characterized in that a compound of the formula
EMI1.1
to a compound of the formula
EMI1.2
can act, in which X and Y are reactive, directly to the group
EMI1.3
mean connecting radicals, where X is the atomic grouping
EMI1.4
Itnd Y the atom grouping
EMI1.5
contains. For example, 2,6-dimethylphenyl isocyanate can be allowed to act on N, N-diethyl-N'-ethyl-ethylenediamine.
The new compound obtained, N (2,6-dimethylphenyl) -N'-ethyl-N'- (ss-diethyl-amino-ethyl) -urea, melts at 55. It is intended to be used as a medicinal product and as an intermediate for medicinal products.
Example:
In a solution of 8.7 parts of N, N-diet ethyl-N'-ethyl-ethylenediamine in 40 parts by volume of abs. 9 parts of 2,6-dimethylphenyl isocyanate are added dropwise to Xther within 10 minutes, the whole is refluxed for a further hour and the Xther is then distilled off. The oily residue can be made to crystallize by adding petroleum ether. The N- (2,6-dimethyl-phenyl) -N'-ethyl-N'- (ss-diethylamino-ethyl) -urea melts at 55.
PATENT CLAIM:
Process for the preparation of an N-aryl NT'-aminoalkyl urea, characterized in that a compound of the formula
EMI1.6
to a compound of the formula
EMI1.7
** WARNING ** End of DESC field could overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH308133T | 1952-06-10 | ||
| CH311097T | 1952-06-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH311097A true CH311097A (en) | 1955-11-15 |
Family
ID=25735475
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH311097D CH311097A (en) | 1952-06-10 | 1952-06-10 | Process for the preparation of an N-aryl-N'-aminoalkyl urea. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH311097A (en) |
-
1952
- 1952-06-10 CH CH311097D patent/CH311097A/en unknown
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