PL50448B1 - - Google Patents
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- Publication number
- PL50448B1 PL50448B1 PL100036A PL10003662A PL50448B1 PL 50448 B1 PL50448 B1 PL 50448B1 PL 100036 A PL100036 A PL 100036A PL 10003662 A PL10003662 A PL 10003662A PL 50448 B1 PL50448 B1 PL 50448B1
- Authority
- PL
- Poland
- Prior art keywords
- acid
- salt
- iii
- fusidic acid
- fusidic
- Prior art date
Links
- 239000002253 acid Substances 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 3
- 238000000034 method Methods 0.000 claims 3
- IECPWNUMDGFDKC-UHFFFAOYSA-N Fusicsaeure Natural products C12C(O)CC3C(=C(CCC=C(C)C)C(O)=O)C(OC(C)=O)CC3(C)C1(C)CCC1C2(C)CCC(O)C1C IECPWNUMDGFDKC-UHFFFAOYSA-N 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- IECPWNUMDGFDKC-MZJAQBGESA-N fusidic acid Chemical compound O[C@@H]([C@@H]12)C[C@H]3\C(=C(/CCC=C(C)C)C(O)=O)[C@@H](OC(C)=O)C[C@]3(C)[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](O)[C@H]2C IECPWNUMDGFDKC-MZJAQBGESA-N 0.000 claims 2
- 229960004675 fusidic acid Drugs 0.000 claims 2
- 239000007868 Raney catalyst Substances 0.000 claims 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 claims 1
- 229910000564 Raney nickel Inorganic materials 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- 229910000510 noble metal Inorganic materials 0.000 claims 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- XTUVJUMINZSXGF-UHFFFAOYSA-N N-methylcyclohexylamine Chemical class CNC1CCCCC1 XTUVJUMINZSXGF-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- GRWKNBPOGBTZMN-UHFFFAOYSA-N 2-benzyl-3-phenylpropane-1,2-diamine Chemical compound C=1C=CC=CC=1CC(N)(CN)CC1=CC=CC=C1 GRWKNBPOGBTZMN-UHFFFAOYSA-N 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
- WSGYTJNNHPZFKR-UHFFFAOYSA-N 3-hydroxypropanenitrile Chemical compound OCCC#N WSGYTJNNHPZFKR-UHFFFAOYSA-N 0.000 description 1
- PAMIQIKDUOTOBW-UHFFFAOYSA-N N-methylcyclohexylamine Natural products CN1CCCCC1 PAMIQIKDUOTOBW-UHFFFAOYSA-N 0.000 description 1
- -1 benzyl - Chemical class 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- MFDFERRIHVXMIY-UHFFFAOYSA-N procaine Chemical class CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 MFDFERRIHVXMIY-UHFFFAOYSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Wydzielona krystaliczna sól wapniowa kwa¬ su dwuwodorofuzydowego odsaczono, przemyto woda i wysuszono. Temperatura topnienia: 214°C. 15 20 30 Przyklad V. Sól N-metylocykloheksyloami- nowa kwasu dwuwodorofuzydowego. Do 5 ml 10°/o- owego roztworu kwasu dwuwodorofuzydowego w acetonie dodano N-metylocykloheksyloamine (0,1 ml). Wytracony krystaliczny osad odsaczono i prze- krystalizowano z mieszaniny metanol-acetonitryl otrzymujac 520 mg zadanego produktu, o tempera¬ turze topnienia: 194—194°C.W podobny sposób wytworzono sole z trójetylo- amina, dwuetyloaminoetanolem, piperydyna, mor- folina, cykloheksyloamina, jedno- i dwuetanolami- na, dwubenzyloetylenodwuamina, benzylo-/?-feny- loetylenoamina oraz sól prokainowa, PL
Claims (2)
- Zastrzezenia patentowe 1. Sposób wytwarzania kwasu dwuwodorofuzydo¬ wego, znamienny tym, ze kwas fuzydowy lub jego sól poddaje sie uwodornieniu, zwlaszcza ka¬ talitycznemu, przylaczajac do czasteczki kwasu fuzydowego dwa atomy wodoru, po czym otrzy¬ many kwas dwuwodorofuzydowy wyosabnia sie ewentualnie w postaci soli. utworzonej z zasada, w znany sposób.
- 2. Sposób wedlug zastrz. 1, znamienny tym, ze uwodornienie prowadzi sie w obecnosci katali¬ zatora wybranego z grupy obejmujacej katali¬ zatory metali szlachetnych oraz nikiel Raney'a. ¦«•- ^rCH2-CH-CH^ CH, HO u £-C02H CH, -n, OOC.CH50448 $0* 4*ti 30— 2500 2000 1SM 1100 1300 1209 1100 fOOO 309 iin iiiipp»Mi»HHHin u |w it r i i r i w"; i ii i ii | inii \i irii \ i iii i |iiiii|.ni|i mi m i i ii i i i ¦ i i» n\ » i 800 • r * r ¦ * t ¦ i 709 SS9 VClk —II' M -i 109 $0\ so\ 70 60 50\ 40 io\ 20} W 99 80 79 60 SO 49 30 29 10 9 K W$m R I 1 U S 6 7 * 9 10 11 12 13 13~ A*r/l lt?LI """ " *•" ^ &i ¦PiafcUfr.^^^^u^ ZG „Ruch" W-wa zam. 1198-65 naklad 400 PL
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL50448B1 true PL50448B1 (pl) | 1965-10-15 |
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