NO115821B - - Google Patents
Info
- Publication number
- NO115821B NO115821B NO149509A NO14950963A NO115821B NO 115821 B NO115821 B NO 115821B NO 149509 A NO149509 A NO 149509A NO 14950963 A NO14950963 A NO 14950963A NO 115821 B NO115821 B NO 115821B
- Authority
- NO
- Norway
- Prior art keywords
- picolyl
- amide
- pyridine
- tropic acid
- amino
- Prior art date
Links
- 238000000034 method Methods 0.000 claims description 4
- TXQWFIVRZNOPCK-UHFFFAOYSA-N pyridin-4-ylmethanamine Chemical compound NCC1=CC=NC=C1 TXQWFIVRZNOPCK-UHFFFAOYSA-N 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- WMXURTHCVUXSGD-UHFFFAOYSA-N 2-(hydroxymethyl)-3-oxo-2-phenylbutanoyl chloride Chemical compound CC(=O)C(CO)(C(Cl)=O)C1=CC=CC=C1 WMXURTHCVUXSGD-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 241000283973 Oryctolagus cuniculus Species 0.000 description 2
- JACRWUWPXAESPB-QMMMGPOBSA-N Tropic acid Natural products OC[C@H](C(O)=O)C1=CC=CC=C1 JACRWUWPXAESPB-QMMMGPOBSA-N 0.000 description 2
- 210000000936 intestine Anatomy 0.000 description 2
- 230000002048 spasmolytic effect Effects 0.000 description 2
- VBSTXRUAXCTZBQ-UHFFFAOYSA-N 1-hexyl-4-phenylpiperazine Chemical compound C1CN(CCCCCC)CCN1C1=CC=CC=C1 VBSTXRUAXCTZBQ-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N hydrochloric acid Substances Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- -1 tropic acid halide Chemical class 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01B—SOIL WORKING IN AGRICULTURE OR FORESTRY; PARTS, DETAILS, OR ACCESSORIES OF AGRICULTURAL MACHINES OR IMPLEMENTS, IN GENERAL
- A01B63/00—Lifting or adjusting devices or arrangements for agricultural machines or implements
- A01B63/02—Lifting or adjusting devices or arrangements for agricultural machines or implements for implements mounted on tractors
- A01B63/10—Lifting or adjusting devices or arrangements for agricultural machines or implements for implements mounted on tractors operated by hydraulic or pneumatic means
- A01B63/111—Lifting or adjusting devices or arrangements for agricultural machines or implements for implements mounted on tractors operated by hydraulic or pneumatic means regulating working depth of implements
- A01B63/1117—Lifting or adjusting devices or arrangements for agricultural machines or implements for implements mounted on tractors operated by hydraulic or pneumatic means regulating working depth of implements using a hitch position sensor
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Soil Sciences (AREA)
- Environmental Sciences (AREA)
- Lifting Devices For Agricultural Implements (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Auxiliary Drives, Propulsion Controls, And Safety Devices (AREA)
Description
Fremgangsmåte for fremstilling av et tropasyreamid.
Det er kjent at tropasyre-N-(|3-pikolyl) -amid virker kraftig spasmolytisk på over-levende kanintarm såvel som på kanintarm in situ.
Det er nu funnet at tropasyre-N-(y
-pikolyl)-amid på overraskende måte viser
en ennu kraftigere spasmolytisk virkning
enn tropasyre-N-((3-picolyl)-amid ved lik
toksisitet.
Gjenstand for foreliggende oppfinnelse
er en fremgangsmåte for fremstilling av
tropasyre-N-(y-pikolyl)- amid, som består
i at man omsetter et eventuelt 0-acylert
tropasyre-halogenid med 4-aminometyl-pyridin og eventuelt spalter av O-acylgruppen.
De forbindelser som fremstilles i hen-hold til oppfinnelsen kjennetegnes ved den
etterfølgende generelle formel:
i hvilken Z betyr enten vannstoff eller et
acylradikal.
Eksempel.
Til en blanding av 31 vektsdeler 4-amino-metyl-pyridin og 23 vektsdeler tørr
pyridin i 100 vektsdeler tørr kloroform tilsettes etterhvert rått, av 50 vektsdeler tropasyre på vanlig måte erholdt acetyltropa-
syreklorid under omrøring og isvanns-kjøling. Til slutt røres det ytterligere en time ved 20°.
Derpå fortynnes kloroformoppløsnin-gen med 150 vektsdeler eter og rystes med 3 n-saltsyre. Den kongosure oppløsning oppvarmes 1 time på dampbad, hvorved acetylgruppen av reaksjonsprodukter spal-tes av. Det filtreres over kull og tilsettes overskudd av konsentrert ammoniakk. Det utfelte kondensasjonsprodukt tas opp i kloroform, kloroformen tørkes og destille-res av.
Etter gjenoppløsning av destillasjons-resten i etanol-lavtkokende petroleter får man tropasyre-N-(y-pikolyl)-amid i form av farveløse krystaller med smeltepunkt 143—144°.
Claims (2)
1. Fremgangsmåte til fremstilling av et tropasyreamid, karakterisert ved at man omsetter eventuelt O-acylert tropasyreklo-rid med 4-amino-metyl-pyridin og eventuelt spalter av O-acylgruppen.
2. Fremgangsmåte etter påstand 1, karakterisert ved at man omsetter acetyl-tropasyreklorid med 4-amino-metyl-pyridin og avacetylerer kondensasjonsproduktet til tropasyre-N-(Y-picolyl)-amid.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US214123A US3275085A (en) | 1962-08-01 | 1962-08-01 | Power operating and control system for tractors |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO115821B true NO115821B (no) | 1968-12-09 |
Family
ID=22797865
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO149509A NO115821B (no) | 1962-08-01 | 1963-07-23 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3275085A (no) |
| AT (1) | AT252641B (no) |
| DK (1) | DK105298C (no) |
| ES (1) | ES290520A1 (no) |
| NO (1) | NO115821B (no) |
| SE (1) | SE314549B (no) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3420313A (en) * | 1966-08-29 | 1969-01-07 | Allis Chalmers Mfg Co | Implement hitch |
| US3430984A (en) * | 1967-03-30 | 1969-03-04 | Int Harvester Co | Weight transfer system |
| US3509943A (en) * | 1968-03-07 | 1970-05-05 | Case Co J I | Sensing mechanism |
| US3978597A (en) * | 1974-05-16 | 1976-09-07 | International Harvester Company | Draft sensing elevating scraper with automatic elevator speed control |
| JPS52170606U (no) * | 1976-06-16 | 1977-12-24 | ||
| US9290057B2 (en) | 2011-10-31 | 2016-03-22 | Innovative Technologies, Llc | All season safety tire |
| US9278584B2 (en) | 2011-10-31 | 2016-03-08 | Innovative Technologies, Llc | All-weather tire |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3003568A (en) * | 1961-10-10 | merritt etal | ||
| US1660720A (en) * | 1926-02-13 | 1928-02-28 | Raymond S Osborne | Riveter |
| US2462246A (en) * | 1944-08-04 | 1949-02-22 | Deere Mfg Co | Hydraulic power lift mechanism |
| US2477710A (en) * | 1945-10-15 | 1949-08-02 | Deere & Co | Pressure fluid follow-up servomotor |
| GB632884A (en) * | 1946-11-04 | 1949-12-05 | Zbrojovka Brno Np | Improvements in or relating to tractors and working implements associated therewith |
| US2611307A (en) * | 1948-08-23 | 1952-09-23 | Allis Chalmers Mfg Co | Control linkage for hydraulic draft regulation of vehicle propelled implements |
| GB666325A (en) * | 1948-09-17 | 1952-02-13 | Ford Motor Co | Improvements in or relating to control mechanism for agricultural tractor hydraulic systems |
| US2770222A (en) * | 1953-05-13 | 1956-11-13 | Anderson James | Hydraulic system of lathes and other metal working machines, presses, and the like |
| US2958384A (en) * | 1954-05-24 | 1960-11-01 | David Brown Tractors Eng Ltd | Tractor-implement combination with weight transfer adjustment |
| US3014535A (en) * | 1956-11-20 | 1961-12-26 | Int Harvester Co | Tractor hydraulic system |
| US2998851A (en) * | 1957-03-18 | 1961-09-05 | Int Harvester Co | Hydraulic power lift control means for tractors |
| US2996125A (en) * | 1957-05-06 | 1961-08-15 | Massey Ferguson Inc | Implement mounting system |
| US3062301A (en) * | 1957-06-24 | 1962-11-06 | Sigma | Hydraulic control systems for agricultural tractors |
| FR1238877A (fr) * | 1959-07-09 | 1960-08-19 | C C M Cie Continentale De Moto | Perfectionnements apportés aux dispositifs d'asservissement hydraulique pour tracteurs |
| US3083777A (en) * | 1960-08-11 | 1963-04-02 | Int Harvester Co | Hydraulic lift control mechanism |
-
1962
- 1962-08-01 US US214123A patent/US3275085A/en not_active Expired - Lifetime
-
1963
- 1963-07-23 NO NO149509A patent/NO115821B/no unknown
- 1963-07-31 SE SE8467/63A patent/SE314549B/xx unknown
- 1963-07-31 DK DK366163AA patent/DK105298C/da active
- 1963-08-01 AT AT616363A patent/AT252641B/de active
- 1963-08-01 ES ES0290520A patent/ES290520A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES290520A1 (es) | 1964-04-16 |
| US3275085A (en) | 1966-09-27 |
| SE314549B (no) | 1969-09-08 |
| DK105298C (da) | 1966-09-12 |
| AT252641B (de) | 1967-02-27 |
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