FI59405C - Foerfarande foer framstaellning av metyl-3-(2-kinoxalinylmetylen-karbazat-n1,n4-dioxid - Google Patents
Foerfarande foer framstaellning av metyl-3-(2-kinoxalinylmetylen-karbazat-n1,n4-dioxid Download PDFInfo
- Publication number
- FI59405C FI59405C FI978/74A FI97874A FI59405C FI 59405 C FI59405 C FI 59405C FI 978/74 A FI978/74 A FI 978/74A FI 97874 A FI97874 A FI 97874A FI 59405 C FI59405 C FI 59405C
- Authority
- FI
- Finland
- Prior art keywords
- methyl
- dioxide
- acid
- carbazate
- quinoxalinylmethylene
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 7
- -1 2-quinoxalinylmethylene Chemical group 0.000 claims description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 6
- 239000003377 acid catalyst Substances 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- WFJRIDQGVSJLLH-UHFFFAOYSA-N methyl n-aminocarbamate Chemical compound COC(=O)NN WFJRIDQGVSJLLH-UHFFFAOYSA-N 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- 239000012442 inert solvent Substances 0.000 claims description 4
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- 241001465754 Metazoa Species 0.000 description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 235000013305 food Nutrition 0.000 description 6
- SOEMFPLGOUBPJQ-NTUHNPAUSA-N methyl n-[(e)-quinoxalin-2-ylmethylideneamino]carbamate Chemical compound C1=CC=CC2=NC(/C=N/NC(=O)OC)=CN=C21 SOEMFPLGOUBPJQ-NTUHNPAUSA-N 0.000 description 5
- OWIUPIRUAQMTTK-UHFFFAOYSA-M n-aminocarbamate Chemical compound NNC([O-])=O OWIUPIRUAQMTTK-UHFFFAOYSA-M 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 3
- 235000015097 nutrients Nutrition 0.000 description 3
- 244000144977 poultry Species 0.000 description 3
- 235000013594 poultry meat Nutrition 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 2
- 241000283690 Bos taurus Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 241001494479 Pecora Species 0.000 description 2
- 241000700159 Rattus Species 0.000 description 2
- 241000282849 Ruminantia Species 0.000 description 2
- 241000282887 Suidae Species 0.000 description 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 235000005911 diet Nutrition 0.000 description 2
- 230000037213 diet Effects 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- SQDFHQJTAWCFIB-UHFFFAOYSA-N n-methylidenehydroxylamine Chemical compound ON=C SQDFHQJTAWCFIB-UHFFFAOYSA-N 0.000 description 2
- 150000003252 quinoxalines Chemical class 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 230000009885 systemic effect Effects 0.000 description 2
- CWGBFIRHYJNILV-UHFFFAOYSA-N (1,4-diphenyl-1,2,4-triazol-4-ium-3-yl)-phenylazanide Chemical compound C=1C=CC=CC=1[N-]C1=NN(C=2C=CC=CC=2)C=[N+]1C1=CC=CC=C1 CWGBFIRHYJNILV-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 241000272517 Anseriformes Species 0.000 description 1
- 241000282472 Canis lupus familiaris Species 0.000 description 1
- 241000283707 Capra Species 0.000 description 1
- 241000283086 Equidae Species 0.000 description 1
- 241001331845 Equus asinus x caballus Species 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- 241000287828 Gallus gallus Species 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 241000282339 Mustela Species 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 241000286209 Phasianidae Species 0.000 description 1
- 239000002262 Schiff base Substances 0.000 description 1
- 150000004753 Schiff bases Chemical class 0.000 description 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229960005475 antiinfective agent Drugs 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 239000002948 appetite stimulant Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000013330 chicken meat Nutrition 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000007952 growth promoter Substances 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 230000002757 inflammatory effect Effects 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- AIJULSRZWUXGPQ-UHFFFAOYSA-N pyruvic aldehyde Natural products CC(=O)C=O AIJULSRZWUXGPQ-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 208000023504 respiratory system disease Diseases 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 239000000083 urinary anti-infective agent Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/50—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with hetero atoms directly attached to ring nitrogen atoms
- C07D241/52—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Fodder In General (AREA)
- Plural Heterocyclic Compounds (AREA)
- Catalysts (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US34980573A | 1973-04-10 | 1973-04-10 | |
| US34980573 | 1973-04-10 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FI59405B FI59405B (fi) | 1981-04-30 |
| FI59405C true FI59405C (fi) | 1981-08-10 |
Family
ID=23374042
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI978/74A FI59405C (fi) | 1973-04-10 | 1974-03-29 | Foerfarande foer framstaellning av metyl-3-(2-kinoxalinylmetylen-karbazat-n1,n4-dioxid |
Country Status (27)
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5135625Y2 (enrdf_load_html_response) * | 1971-03-30 | 1976-09-02 | ||
| JPS4984830U (enrdf_load_html_response) * | 1972-11-09 | 1974-07-23 | ||
| JPS49100338U (enrdf_load_html_response) * | 1972-12-20 | 1974-08-29 | ||
| IT1078991B (it) * | 1977-05-26 | 1985-05-08 | Erregierre Ind Chim Spa | Processo per la preparazione del carbometossi idrazone,della 2-formilchinossalina-1,4-di-n-ossido |
| JPS5487994U (enrdf_load_html_response) * | 1977-12-02 | 1979-06-21 | ||
| DK141708B (da) * | 1978-04-20 | 1980-05-27 | Rasmussen Holding As V Kann | Manøvrerings- og låsegreb til vinduer. |
-
1974
- 1974-03-11 SE SE7403236A patent/SE407219B/xx not_active IP Right Cessation
- 1974-03-15 GB GB1170674A patent/GB1462424A/en not_active Expired
- 1974-03-18 IL IL44434A patent/IL44434A/en unknown
- 1974-03-19 AU AU66828/74A patent/AU477279B2/en not_active Expired
- 1974-03-26 NL NL7404044A patent/NL7404044A/xx unknown
- 1974-03-26 YU YU00834/74A patent/YU39151B/xx unknown
- 1974-03-27 IT IT49751/74A patent/IT1056058B/it active
- 1974-03-28 JP JP3402874A patent/JPS5333596B2/ja not_active Expired
- 1974-03-29 FI FI978/74A patent/FI59405C/fi active
- 1974-03-29 HU HUPI412A patent/HU170050B/hu unknown
- 1974-03-29 IE IE00686/74A patent/IE39110B1/xx unknown
- 1974-03-29 CH CH446274A patent/CH603599A5/xx not_active IP Right Cessation
- 1974-03-29 NO NO741133A patent/NO141851C/no unknown
- 1974-03-29 SU SU742013770A patent/SU730302A3/ru active
- 1974-03-29 FR FR7411526A patent/FR2225429B1/fr not_active Expired
- 1974-03-29 DK DK174874AA patent/DK140756B/da not_active IP Right Cessation
- 1974-03-30 ES ES424803A patent/ES424803A1/es not_active Expired
- 1974-03-30 RO RO7478252A patent/RO71311A/ro unknown
- 1974-04-01 PL PL1974170010A patent/PL94963B1/pl unknown
- 1974-04-01 DD DD177605A patent/DD110875A5/xx unknown
- 1974-04-01 CS CS742332A patent/CS212276B2/cs unknown
- 1974-04-01 CA CA196,545A patent/CA1018977A/en not_active Expired
- 1974-04-01 ZA ZA00742052A patent/ZA742052B/xx unknown
- 1974-04-01 AR AR253076A patent/AR210723A1/es active
-
1976
- 1976-03-23 PH PH18245A patent/PH11135A/en unknown
-
1977
- 1977-09-22 HK HK488/77A patent/HK48877A/xx unknown
-
1978
- 1978-12-30 MY MY14/78A patent/MY7800014A/xx unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3433871A (en) | Schiff bases of 2-formylquinoxaline-1,4-dioxides as growth promoters and systemic and non-systemic infection control agents in animals | |
| US20150376113A1 (en) | Use of nitrooxy organic molecules in feed for reducing methane emission in ruminants, and/or to improve ruminant performance | |
| FI59405C (fi) | Foerfarande foer framstaellning av metyl-3-(2-kinoxalinylmetylen-karbazat-n1,n4-dioxid | |
| WO2017005018A1 (zh) | 取代苯胍衍生物作为多粘菌素类抗生素增效剂的应用 | |
| US3493572A (en) | Process for producing quinoxaline-di-n-oxides | |
| US3926992A (en) | Aldol products of 2-quinoxalinecarboxaldehy-1,4-dioxides | |
| KR100428702B1 (ko) | 폴리에톡실화 알파 토코페롤 에스테르 유도체를 함유하는동물용 사료첨가제 조성물 | |
| FI59404B (fi) | Foerfarande foer framstaellning av metyl-3-(2-kinoxalinylmetylen)karbazat-n1,n4-dioxid | |
| RU2615390C2 (ru) | Применение пара-нитроаминопроизводных в корме для снижения выделения метана у жвачных животных | |
| RU2370094C2 (ru) | Способ повышения неспецифической резистентности цыплят-бройлеров | |
| US4303657A (en) | Nitrohydroxyalkyl-substituted quinoxaxiline dioxides and alkanoic acid esters thereof | |
| JPS6157317B2 (enrdf_load_html_response) | ||
| IE46711B1 (en) | Sulphonyl hydrazones of 1,4-dioxo-and 4-oxoquinoxal-2-carboxaldehyde | |
| JPS63295536A (ja) | 新規なアミノフエニルエチルアミン誘導体類、それらの製造方法および生産量増進剤としてのそれらの使用 | |
| CA2676698A1 (en) | Enrofloxacin-hexahydrate | |
| US3728345A (en) | Preparation of quinoxaline-2-carboxamide derivatives | |
| US3980648A (en) | Process for producing quinoxaline-di-N-oxides | |
| CA1049518A (en) | 3-imino-1,2,4-benzotriazine-1-oxides | |
| US4806667A (en) | Promoting production of useful livestock with silylated aminophenylethylamine derivatives | |
| CN112028832A (zh) | 一种阿魏酸衍生物及其用于动物预混料的用途 | |
| JPS6135985B2 (enrdf_load_html_response) | ||
| US3767657A (en) | Process for the preparation of quinoxaline di n oxides | |
| US3773943A (en) | Alpha,alpha,alpha-trifluoro-6-substituted-5-nitro-m-toluic acid,5'-nitrofurylidene hydrazide compounds as growth promotants | |
| SU1165235A3 (ru) | Способ получени производных пиридазино @ 4,5- @ хиноксалин-5,10-диоксида | |
| US3907994A (en) | Substituted alkyl esters quinoxaline-di-N-oxide-2-carboxylic acid as growth promoting agents |