AT24751B - Process for the preparation of dialkylbarbituric acids. - Google Patents
Process for the preparation of dialkylbarbituric acids.Info
- Publication number
- AT24751B AT24751B AT24751DA AT24751B AT 24751 B AT24751 B AT 24751B AT 24751D A AT24751D A AT 24751DA AT 24751 B AT24751 B AT 24751B
- Authority
- AT
- Austria
- Prior art keywords
- parts
- preparation
- acid
- acids
- dialkylbarbituric
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000002253 acid Substances 0.000 title description 7
- 150000007513 acids Chemical class 0.000 title description 3
- 239000003513 alkali Substances 0.000 claims 1
- 150000007656 barbituric acids Chemical class 0.000 claims 1
- 150000004651 carbonic acid esters Chemical class 0.000 claims 1
- 230000007935 neutral effect Effects 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 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 3
- 238000001953 recrystallisation Methods 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- -1 diethyl malondiamide Chemical compound 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- RTZOEZPIPKDVLT-UHFFFAOYSA-N 5,5-diethyl-1,3-diazinane-2,4,6-trione;sodium Chemical compound [Na].CCC1(CC)C(=O)NC(=O)NC1=O RTZOEZPIPKDVLT-UHFFFAOYSA-N 0.000 description 1
- FTOAOBMCPZCFFF-UHFFFAOYSA-N 5,5-diethylbarbituric acid Chemical compound CCC1(CC)C(=O)NC(=O)NC1=O FTOAOBMCPZCFFF-UHFFFAOYSA-N 0.000 description 1
- LAOZSCRCYVBSJA-UHFFFAOYSA-N 5,5-dimethyl-1,3-diazinane-2,4,6-trione Chemical compound CC1(C)C(=O)NC(=O)NC1=O LAOZSCRCYVBSJA-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229960002319 barbital Drugs 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Darstellung von Dialkylbarbitursäuren.
EMI1.1
EMI1.2
EMI1.3
Beispiel l. Zu einer Lösung von 46 Teilen Natrium in 800 Teilen absolutem Alkohol gibt man 158 Teile Diäthylmalondiamid und 118 Teile Kohlensaurediathylester und erhitzt die so erhaltene Mischung vier Stunden im geschlossenen Gefäss auf 120 .
Nach dem Erkalten wird das diäthylbarbitursaure Natrium abfiltriert und mit Säuren zerlegt. Durch Umkristallisieren erhält man die Diäthylbarbitursäure in reiner Form mit den bekannten Eigenschaften. beispiel 2. Eine Mischung von 118 Teilen Diäthylkarbonat, 158 Teilen Diäthyl- malondiamid und 140 Teile festes Natriumäthylat wird vier bis fünf Stunden auf 120" erhitzt. Nach dem Erkalten liist man die Heaktionsmasse in Wasser und säuert an, wobei
EMI1.4
Beispiel 4. Zu einer Lösung von 46 Teilen Natrium in 800 Teilen absoluten)
Alkohol gibt man 130 Teile Dimethylmalondiamid und 118 Teile Diäthylkarbonat und er- hitzt das so erhaltene Gemenge vier Stunden im geschlossenen Gefässe auf 1200. Nach de. 11 Abkühlen wird das dimothylbarbitursaure Natrium abfiltriert und mit Säure versetzt.
@ Nach dem Umkristallisieren aus Wasser schmilzt die Dimethylbarbitursäure bei 275 .
Beispiel 5. Zu einer Lösung von 7S Teilen Kalium in 1200 Teilen absolutem . kohol gibt man 186 Teile Dipropylmalondiamid und 90 Teile Dimethy ! karbonat und erhitzt das so erhaltene Gemenge drei bis vier Stunden'm Autoklaven auf 1200. Nach dem Erkalten wird abfiltriert und das so erhaltene Kaliumsalz mit Säure zerlegt. Die freie @ Dipropylbarbitursäure schmilzt nach dem Umkristallisieren aus Wasser bei 14-5/1.
In analoger Weise erhalt man die anderen DialkylbarbitursäureQ
<Desc / Clms Page number 1>
Process for the preparation of dialkylbarbituric acids.
EMI1.1
EMI1.2
EMI1.3
Example l. 158 parts of diethyl malondiamide and 118 parts of diethyl carbonate are added to a solution of 46 parts of sodium in 800 parts of absolute alcohol, and the resulting mixture is heated to 120 for four hours in a closed vessel.
After cooling, the diethylbarbituric acid sodium is filtered off and broken down with acids. The diethylbarbituric acid is obtained in pure form with the known properties by recrystallization. Example 2. A mixture of 118 parts of diethyl carbonate, 158 parts of diethyl malondiamide and 140 parts of solid sodium ethylate is heated to 120 "for four to five hours. After cooling, the heating mass is dissolved in water and acidified, with
EMI1.4
Example 4. To a solution of 46 parts of sodium in 800 parts of absolute)
130 parts of dimethylmalondiamide and 118 parts of diethyl carbonate are added to alcohol and the mixture thus obtained is heated to 1200 in a closed vessel for four hours. After cooling down, the sodium dimothylbarbituric acid is filtered off and acid is added.
@ After recrystallization from water, the dimethylbarbituric acid melts at 275.
Example 5. To a solution of 7½ parts of potassium in 1200 parts of absolute. alcohol is added to 186 parts of dipropylmalondiamide and 90 parts of dimethy! carbonate and heated the mixture obtained in this way for three to four hours in an autoclave to 1200. After cooling, it is filtered off and the potassium salt thus obtained is broken down with acid. The free @ dipropylbarbituric acid melts after recrystallization from water at 14-5 / 1.
The other dialkylbarbituric acid (Q) is obtained in an analogous manner
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE163136D | 1904-03-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT24751B true AT24751B (en) | 1906-06-25 |
Family
ID=5683415
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT24751D AT24751B (en) | 1904-03-29 | 1905-04-06 | Process for the preparation of dialkylbarbituric acids. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT24751B (en) |
-
1905
- 1905-04-06 AT AT24751D patent/AT24751B/en active
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