CH181176A - Process for the preparation of a derivative of 5,5-phenylethylhydantoin. - Google Patents
Process for the preparation of a derivative of 5,5-phenylethylhydantoin.Info
- Publication number
- CH181176A CH181176A CH181176DA CH181176A CH 181176 A CH181176 A CH 181176A CH 181176D A CH181176D A CH 181176DA CH 181176 A CH181176 A CH 181176A
- Authority
- CH
- Switzerland
- Prior art keywords
- phenylethylhydantoin
- preparation
- derivative
- dimethyl
- phenyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- WADHXSHSHULALT-UHFFFAOYSA-N 5-(2-phenylethyl)imidazolidine-2,4-dione Chemical compound O=C1NC(=O)NC1CCC1=CC=CC=C1 WADHXSHSHULALT-UHFFFAOYSA-N 0.000 title claims description 4
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims description 6
- 230000001476 alcoholic effect Effects 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000003610 charcoal Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/72—Two oxygen atoms, e.g. hydantoin
- C07D233/74—Two oxygen atoms, e.g. hydantoin with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to other ring members
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Darstellung eines Derivates des 5,6-Phenyläthylhydaiitoins. Das vorliegende Verfahren betrifft die Darstellung von 1,3-Dimethyl-5,5-phenyl- äthylhyda,ntoin und ist dadurch gekennzeich net, dass man a-Phenyl-a-methylurethanobut- tersäureäthylester mit alkoholischer Methyl- aminlösung unter Druck erhitzt.
<I>Beispiel:</I> 1 Teil a-Phenyl-a-methylurethanobutter- säureätliy lester der Formel
EMI0001.0012
wird mit der sechsfachen Menge 33%iger alkoholischer 3Tethylaminlösung im Rohr während 8 Stunden auf 130 bis 140 erhitzt. Nach dem Abdestillieren des Methylamin- überschusses und des Alkohols wird der Rückstand in verdünntem Alkohol aufgenom men, die Lösung mit Tierkohle gereinigt und das 1,3-Dimetliyl-5,5-phenyläthylhydantoin durch Konzentrieren dieser Lösung abge schieden.
Es kristallisiert in farblosen glän- zenden Blättchen vom Smp. 115 bis 117 . Die Verbindung ist mit der nach dem Ver fahren des Patentes Nr. 169579 erhaltenen identisch.
Process for the preparation of a derivative of 5,6-phenylethylhydaiitoins. The present process relates to the preparation of 1,3-dimethyl-5,5-phenyl-äthylhyda, ntoin and is characterized in that a-phenyl-a-methylurethanobutyrate is heated under pressure with an alcoholic methylamine solution.
<I> Example: </I> 1 part of a-phenyl-a-methylurethanobutyric acid ethyl ester of the formula
EMI0001.0012
is heated with six times the amount of 33% alcoholic 3Tethylamine solution in the tube for 8 hours to 130 to 140. After the excess methylamine and alcohol have been distilled off, the residue is taken up in dilute alcohol, the solution is purified with animal charcoal and the 1,3-dimethyl-5,5-phenylethylhydantoin is separated out by concentrating this solution.
It crystallizes in colorless, glossy flakes with a melting point of 115 to 117. The compound is identical to that obtained by the process of patent no. 169579.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH181176T | 1934-05-11 | ||
| CH177411T | 1934-05-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH181176A true CH181176A (en) | 1935-11-30 |
Family
ID=25719963
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH181176D CH181176A (en) | 1934-05-11 | 1934-05-11 | Process for the preparation of a derivative of 5,5-phenylethylhydantoin. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH181176A (en) |
-
1934
- 1934-05-11 CH CH181176D patent/CH181176A/en unknown
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