AT21547B - Method for the preparation of C -C dialkyl-2,4-diimino-6-oxypyrimidine. - Google Patents
Method for the preparation of C -C dialkyl-2,4-diimino-6-oxypyrimidine.Info
- Publication number
- AT21547B AT21547B AT21547DA AT21547B AT 21547 B AT21547 B AT 21547B AT 21547D A AT21547D A AT 21547DA AT 21547 B AT21547 B AT 21547B
- Authority
- AT
- Austria
- Prior art keywords
- oxypyrimidine
- diimino
- dialkyl
- preparation
- parts
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 3
- 238000002360 preparation method Methods 0.000 title description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 6
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 3
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 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 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- ZIUSEGSNTOUIPT-UHFFFAOYSA-N ethyl 2-cyanoacetate Chemical compound CCOC(=O)CC#N ZIUSEGSNTOUIPT-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- IGRWHBBHXVNZEO-UHFFFAOYSA-N guanidine;hypochlorous acid Chemical compound ClO.NC(N)=N IGRWHBBHXVNZEO-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Darstellung von C-C Dialkyl-2. 4-Diimino-6-oxypyrimidin.
EMI1.1
EMI1.2
EMI1.3
I ! ei spie ! l. Zu einer Losung von 4. U Teilen Natrium in 50 Teilen Alkohol wird eine alkoholische Lösung von 10 Teilen Guanidinchlorhydrat zugegeben. Die Hälfte des Xattiums wird zum Freimachen des Guanidins verwendet. Nach dem Abfiltrieren des sich hielet ausscheidenden C'hlornatriums versetzt man die alkoholische Lösung von freiem
EMI1.4
Alkohols wird der sirupartige Rückstand in Wasser gelöst und aus der so erhaltenen Lösung das neue Produkt durch Neutralisieren mit Salzsäure abgeschieden.
EMI1.5
schwer löslich, leichter löslich in siedendem Wasser und verdünnter Natronlauge.
Mit starken Sauren hitdet der neue Körper gut kristallisierende Salze.
Beispiel 2. Zu einer Lösung von 8 Teilen Kalium in 120 Teilen Alkohol wird
EMI1.6
<Desc/Clms Page number 2>
B e i s p i e l 3. Zu einer Mischung von 170 g Diäthylcyanessigsäureäthylester und (iO Guanidin worden 86 g trockenes Natriumäthylat zugefügt und das so erhaltene Gemisch drei Stunden lang im Öibade auf 1100 erhitzt. Nach dem Erkalten löst man das Reaktionsgemisch in Wasser auf und fällt aus der so erhaltenen Lösung das 5-Diäthyl- 2. 4-Diimino-6-oxypyrimidin durch Neutralisieren mit verdünnter Säure aus. In analoger Weise verfährt man bei Verwendung anderer dialkylierter Cyanessigoster.
<Desc / Clms Page number 1>
Process for the preparation of C1 -C4 dialkyl-2. 4-diimino-6-oxypyrimidine.
EMI1.1
EMI1.2
EMI1.3
I! egg spat! l. An alcoholic solution of 10 parts of guanidine chlorohydrate is added to a solution of 4 parts of sodium in 50 parts of alcohol. Half of the xattium is used to clear the guanidine. After filtering off the chlorine sodium which has been precipitated out, the alcoholic solution is treated with free
EMI1.4
Alcohol, the syrupy residue is dissolved in water and the new product is separated from the resulting solution by neutralizing with hydrochloric acid.
EMI1.5
poorly soluble, more easily soluble in boiling water and dilute sodium hydroxide solution.
With strong acids, the new body hits well-crystallizing salts.
Example 2. To a solution of 8 parts of potassium in 120 parts of alcohol
EMI1.6
<Desc / Clms Page number 2>
Example 3. 86 g of dry sodium ethylate were added to a mixture of 170 g of ethyl cyanoacetate and (iO guanidine) and the resulting mixture was heated for three hours in an oil bath at 1100. After cooling, the reaction mixture was dissolved in water and precipitated from the so The resulting solution, the 5-diethyl-2,4-diimino-6-oxypyrimidine by neutralization with dilute acid, The procedure is analogous when using other dialkylated cyanoacetic esters.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1903158592D DE158592C (en) | 1903-09-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT21547B true AT21547B (en) | 1905-10-10 |
Family
ID=5679707
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT21547D AT21547B (en) | 1903-09-25 | 1904-04-21 | Method for the preparation of C -C dialkyl-2,4-diimino-6-oxypyrimidine. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT21547B (en) |
-
1904
- 1904-04-21 AT AT21547D patent/AT21547B/en active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AT21547B (en) | Method for the preparation of C -C dialkyl-2,4-diimino-6-oxypyrimidine. | |
| DE158592C (en) | ||
| AT104138B (en) | Process for the preparation of CC-Crotylallylbarbituric acid. | |
| AT89921B (en) | Process for the preparation of an oxyphenylquinolinedicarboxylic acid and its derivatives. | |
| DE489251C (en) | Process for the preparation of allylcrotylbarbituric acid | |
| AT26860B (en) | Process for the preparation of aminooxy derivatives of phenylnaphtimidazole. | |
| AT230897B (en) | Process for the preparation of the new 1,5-diethyl-5-Δ <1> -cyclo-pentenylbarbituric acid | |
| AT274794B (en) | Process for the preparation of 2,6-dichloro-4-nitro-benzamide | |
| DE693418C (en) | Process for the production of pellets of aromatic hydrazine-N-sulfonic acids | |
| DE468757C (en) | Process for the preparation of aminoarylarsic acids and their derivatives | |
| AT52840B (en) | Process for the preparation of a crystallized salicylosalicylic acid. | |
| DE705315C (en) | Process for the preparation of 1-methyl-4-chloro-5-oxynaphthalene-1-sulfonic acid | |
| AT48351B (en) | Process for the preparation of aliphatic hydrocarbons with more than one double bond. | |
| AT99211B (en) | Process for the preparation of o-o-diazyl derivatives of diphenolisatin and its derivatives substituted in the phenol or isatin radical. | |
| AT63835B (en) | Process for the preparation of N-monoalkyl derivatives of p-aminophenol. | |
| CH136246A (en) | Process for the preparation of an aminonaphthol ether. | |
| DE580517C (en) | Process for converting secondary and tertiary amines into lower substitution levels | |
| AT88646B (en) | Process for the production of tanning substances. | |
| AT91239B (en) | Method for the representation of fights from Bornychloride. | |
| DE622308C (en) | Process for the preparation of o-aminonaphthalenecarboxylic acids | |
| AT135351B (en) | Process for the preparation of aliphatic amino alcohols. | |
| CH123597A (en) | Process for the preparation of N-B-methoxyethylanthranilic acid-B-piperidino-ethyl ester. | |
| DE293693C (en) | ||
| CH188770A (en) | Process for the preparation of octadecylaminoacetic acid. | |
| CH106380A (en) | Process for the production of a new intermediate product in the tar color industry. |