CS200565B1 - Premix of 2-hydroxyethylamide of 3-methylquinoxaline-1,4-dioxide-2-carboxylic acid and method of preparing the same - Google Patents
Premix of 2-hydroxyethylamide of 3-methylquinoxaline-1,4-dioxide-2-carboxylic acid and method of preparing the same Download PDFInfo
- Publication number
- CS200565B1 CS200565B1 CS1079A CS1079A CS200565B1 CS 200565 B1 CS200565 B1 CS 200565B1 CS 1079 A CS1079 A CS 1079A CS 1079 A CS1079 A CS 1079A CS 200565 B1 CS200565 B1 CS 200565B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- premix
- carboxylic acid
- hydroxyethylamide
- dioxide
- methylquinoxaline
- Prior art date
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- XTPRSWPAZJPVMR-UHFFFAOYSA-N 2-hydroxyethylazanide Chemical compound [NH-]CCO XTPRSWPAZJPVMR-UHFFFAOYSA-N 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 6
- VTYYLEPIZMXCLO-UHFFFAOYSA-L calcium carbonate Substances [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- 231100000252 nontoxic Toxicity 0.000 claims description 6
- 230000003000 nontoxic effect Effects 0.000 claims description 6
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 5
- 239000011256 inorganic filler Substances 0.000 claims description 5
- 229910003475 inorganic filler Inorganic materials 0.000 claims description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical group [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims description 3
- 239000000292 calcium oxide Substances 0.000 claims description 3
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims description 3
- 239000000945 filler Substances 0.000 claims description 3
- 239000011656 manganese carbonate Substances 0.000 claims description 3
- 229940093474 manganese carbonate Drugs 0.000 claims description 3
- 235000006748 manganese carbonate Nutrition 0.000 claims description 3
- 229910000016 manganese(II) carbonate Inorganic materials 0.000 claims description 3
- XMWCXZJXESXBBY-UHFFFAOYSA-L manganese(ii) carbonate Chemical compound [Mn+2].[O-]C([O-])=O XMWCXZJXESXBBY-UHFFFAOYSA-L 0.000 claims description 3
- OKEAMBAZBICIFP-UHFFFAOYSA-N 3-oxido-2,1,3-benzoxadiazol-3-ium Chemical compound C1=CC=CC2=[N+]([O-])ON=C21 OKEAMBAZBICIFP-UHFFFAOYSA-N 0.000 claims description 2
- 238000006555 catalytic reaction Methods 0.000 claims description 2
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 claims description 2
- 239000001095 magnesium carbonate Substances 0.000 claims description 2
- 229910000021 magnesium carbonate Inorganic materials 0.000 claims description 2
- 239000000395 magnesium oxide Substances 0.000 claims description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 2
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 6
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 235000013312 flour Nutrition 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- -1 2-hydroxyethylamidyl acetylacetic acid Chemical compound 0.000 description 1
- JLLYLQLDYORLBB-UHFFFAOYSA-N 5-bromo-n-methylthiophene-2-sulfonamide Chemical compound CNS(=O)(=O)C1=CC=C(Br)S1 JLLYLQLDYORLBB-UHFFFAOYSA-N 0.000 description 1
- 241000282994 Cervidae Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000007952 growth promoter Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Vynález eo týká složeni premixu 2-hydroxyethylamidu kyseliny 3-mothylchinoxalin-l,4-dioxid-2-karboxylovó vzorce I ^-COSH — CH^— G%— 0Bt The present invention relates to a 3-methylquinoxaline-1,4-dioxide-2-carboxylic acid 2-hydroxyethylamide premix composition of the formula I-COSH-CH 2 -G% -Bt
CHj a způsobu joho přípravy.CH 3 and the yo preparation method.
2-Hydroxyethylamid kyseliny 3-methylchinoxalin-l,4-dioxid-2-karboxylové se použivá jako neantlbiotický stimulátor růstu hospodářských zviřat. De dodáván výhradně ve formě premixu, který se dále pak samichává do krmných směsi. Nutnost připravy premixu je dána fyzikálními vlastnostmi látky vzorce I, jako je např. vlastnost velmi dobrého Siřeni požáru, velmi dobrá vznětlivost rozvířených prachů látky, náchylnost k zapáleni elektrostatickou jiskrou a nakonec i samotná prašnost z hlediska zdravotně-hygienických aspektů při potřebné manipulaci s látkou. Podle dosud známého složeni se používají premixy 2-hydroxy- . ethylamidu kyseliny 3-methylchinoxalln-l,4-dioxid-2-karboxylové obsahující 1 až 10 % účinné látky a do 100 % Je směs doplněna organickým plnidlem, např. pšeničnou moukou. Příprava premixu se provádí po isolaci pevné látky a vyžaduje řadu aparátů, přičemž jde o poměrně náročný technologický proces. Prsmix obsahující organická pinidla náchylnost k hořeni.ještě podporuje a některá organické 01nidla, jako např. používaná mouka, podléhající bio200 5653-Methylquinoxaline-1,4-dioxide-2-carboxylic acid 2-hydroxyethylamide is used as a non-bioticotic growth promoter for farm animals. De is supplied exclusively in the form of a premix, which is then squeezed into the compound feed. The necessity of preparing the premix is given by the physical properties of the compound of formula I, such as the very good fire burning properties, the very good flammability of the whirling dusts of the substance, the susceptibility to ignition by electrostatic spark and ultimately dustiness from the health and hygiene aspects. According to the known composition, 2-hydroxy- premixes are used. 3-methylquinoxaline-1,4-dioxide-2-carboxylic acid ethylamide containing 1 to 10% active ingredient and up to 100% The mixture is supplemented with an organic filler, e.g., wheat flour. The preparation of the premix is carried out after isolation of the solid and requires a number of apparatuses, which is a relatively complex process. Prsmix containing organic burners is more susceptible to burning. It still promotes and some organic ingredients, such as used flour, subject to bio200 565
200 565 logickým procesům, například žluknuti, plesnivěni a podobně.200,565 to logical processes such as rancidity, mold and the like.
Nevýhody dosavadního etavu řeěonl odstraňuje premix 2-hydroxyathylemidu kyseliny 3-methylchlnoxalin-1,4-dioxld-2-korboxylové podle vynálezu, následujícího složeni: 1 až 50 % hydroxyethylamidu kyseliny 3-mathylchinoxalin-l,4-dioxid-2-karboxylové, 1 až 10 % · netoxického oleje, doplněno do 100 % anorganickým plnidlem.Disadvantages of the prior art removes the premix of 3-methyl-quinoxaline-1,4-dioxo-2-carboxylic acid 2-hydroxy-ethylemide according to the invention, having the following composition: 1-50% 3-methyl-quinoxaline-1,4-dioxide-2-carboxylic acid hydroxyethylamide; up to 10% of non-toxic oil, added to 100% with inorganic filler.
S výhodou ee jako netoxického oleje používá medicinálního vaselinového olejo e Jako anorganického plnidla uhličitanu vápenatého podle CaL 3. Pramix 2-hydroxyethylamidu kyseliny 3-methylchinoxalin-l,4-dioxid-2-karboxylové ee připraví reakcí benzofurazan-l-óxidu a 2-hydroxyethylamidem kyseliny acetoctové v přítomnosti anorganického plnidla a natoxického oleje za baeické katalýzy ve vhodném organickém rozpouětědle, přičemž množství.použité base je 0,0001 až 1 mol na 1 mol výchozí látky.Preferably, ee uses medicinal vaseline oil as the inorganic calcium carbonate filler according to CaL 3. The pramix of 3-methylquinoxaline-1,4-dioxide-2-carboxylic acid 2-hydroxyethylamide is prepared by reaction of benzofurazan-1-oxide and 2-hydroxyethylamide. acetic acid in the presence of an inorganic filler and a toxic oil under basic catalysis in a suitable organic solvent, the amount of base used being 0.0001 to 1 mol per 1 mol of starting material.
S výhodou ee jako baee používá kysličník vápenatý, kysličník hořečnatý, hydroxid dra< aelný, uhličitan sodný atd. a jako rozpustidla alkohol s 1 až 4 C atomy v řetězci.Preferably, the bae is calcium oxide, magnesium oxide, potassium hydroxide, sodium carbonate, etc., and a C1-C4 alcohol in the chain as the solvent.
Výhodou tohoto nového postupu je jednoduché jednoatupňové přípravě premlxu bez nároku na dalěl zařízeni a je též výhodné vzhledem k uvedeným vlastnostem látky. Složeni promixu při použiti anorganického plnidla, jako např. uhličitanu vápenatého a přídavkem netoxického oleje, využívá velmi levných surovin, omezuje podstatnou měrou nepříznivé vlast noeti účinné látky, poskytuje potřebnou dobu garance jakoetl výrobku a je vhodnou formou pro dalěl zpracování a manipulaci e výrobkem.The advantage of this novel process is the simple one-step preparation of premix without the need for additional equipment and is also advantageous in view of the stated properties of the substance. The composition of the premix using an inorganic filler such as calcium carbonate and addition of non-toxic oil utilizes very inexpensive raw materials, substantially reduces the unfavorable properties of the active ingredient, provides the necessary product warranty time and is a convenient form for further processing and handling of the product.
S výhodou lze též připravit premix s anorganickým plnivem, které současně působí Jako biologicky aktivně pfleoblbi stopové prvky v krmných směsích, například uhličitan manganatý nebo hořečnatý.Advantageously, a premix with an inorganic filler can also be prepared which simultaneously acts as a biologically active agent to trace elements in the feed mixtures, for example manganese carbonate or magnesium carbonate.
Přiklad iExample i
2-hydroxyethylamid kyseliny 3-metbylchinoxalin-l,4-dioxid-2-korboxylové 100 g3-Methyl-quinoxaline-1,4-dioxide-2-carboxylic acid 2-hydroxyethylamide 100 g
Medicinální vaeellnový olej 50 g kysličník křemičitý 50 gMedicinal vaeelln oil 50 g silica 50 g
Uhličitan vápenatý podle CaL 3 ad 1 000 gCalcium carbonate according to CaL 3 and 1000 g
P ř i k 1 a d 2Example 1 and d 2
K roztoku 1,45 kg (0,01 kaol) 2-hydroxyethylamidukyaeliny acetoctové v 15 1 ethanolu ee přidá v jedná dávce 1,36 kg/0,01 kmo'1 benzofurazan-i-ocidu. 7,65 kg uhličitanu vápenatého 0,55 kg parafinového oloje, 0,55 kg ailoxidu a 0,015 kg kysličníku vápenatého, Reakční směs ao zahřeje na teplotu 50 až 60 °C a při této teplotě aa reakční srnče ponechá reagovat za míchání 3 hodiny. Reakční produkt ae po ochlazeni na laboratorní teplotu odfiltruje a promyje množstvím ethanolu.To a solution of 1.45 kg (0.01 kaol) of 2-hydroxyethylamidyl acetylacetic acid in 15 L of ethanol is added 1.36 kg / 0.01 km / l of benzofurazan-1-ocide in one portion. 7.65 kg of calcium carbonate 0.55 kg of paraffin oil, 0.55 kg of ailoxide and 0.015 kg of calcium oxide. The reaction mixture o is heated to 50-60 ° C and allowed to react at this temperature and the reaction deer with stirring for 3 hours. After cooling to room temperature, the reaction product is filtered and washed with a lot of ethanol.
Výtěžek čini 10,90 kg 20% praaixu 2-hydroxyathylamidu kyseliny 3-methylchinoxelin-l,4-dloxld-2-karboxylové.The yield was 10.90 kg of 20% 3-methylquinoxelin-1,4-dloxal-2-carboxylic acid 2-hydroxyathylamide praix.
200200
Přiklad 3 hydroxyethylamid kyseliny 3-msthyl»chinoxalin-l,4-dloxid-2-karboxylové 15 % medicinální vasalinový olej 10 % uhličitan manganatý pro veterinární účely 75 %Example 3 3-methyl-quinoxaline-1,4-dloxide-2-carboxylic acid hydroxyethylamide 15% medical vasalin oil 10% manganese carbonate for veterinary purposes 75%
Claims (4)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS1079A CS200565B1 (en) | 1979-01-02 | 1979-01-02 | Premix of 2-hydroxyethylamide of 3-methylquinoxaline-1,4-dioxide-2-carboxylic acid and method of preparing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS1079A CS200565B1 (en) | 1979-01-02 | 1979-01-02 | Premix of 2-hydroxyethylamide of 3-methylquinoxaline-1,4-dioxide-2-carboxylic acid and method of preparing the same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS200565B1 true CS200565B1 (en) | 1980-09-15 |
Family
ID=5331496
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS1079A CS200565B1 (en) | 1979-01-02 | 1979-01-02 | Premix of 2-hydroxyethylamide of 3-methylquinoxaline-1,4-dioxide-2-carboxylic acid and method of preparing the same |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS200565B1 (en) |
-
1979
- 1979-01-02 CS CS1079A patent/CS200565B1/en unknown
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