PL129070B3 - Process for preparing alpha-carboxybenzyl-penicillin - Google Patents
Process for preparing alpha-carboxybenzyl-penicillin Download PDFInfo
- Publication number
- PL129070B3 PL129070B3 PL22645580A PL22645580A PL129070B3 PL 129070 B3 PL129070 B3 PL 129070B3 PL 22645580 A PL22645580 A PL 22645580A PL 22645580 A PL22645580 A PL 22645580A PL 129070 B3 PL129070 B3 PL 129070B3
- Authority
- PL
- Poland
- Prior art keywords
- penicillin
- ester
- hydrolysis
- carboxybenzyl
- solution
- Prior art date
Links
- 229960003669 carbenicillin Drugs 0.000 title description 11
- 238000004519 manufacturing process Methods 0.000 title 1
- -1 benzyl ester Chemical class 0.000 claims description 25
- 229930182555 Penicillin Natural products 0.000 claims description 23
- 238000006460 hydrolysis reaction Methods 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 23
- 229940049954 penicillin Drugs 0.000 claims description 23
- 150000002148 esters Chemical class 0.000 claims description 22
- 230000007062 hydrolysis Effects 0.000 claims description 22
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 claims description 15
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 10
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 10
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 10
- 239000003960 organic solvent Substances 0.000 claims description 5
- 238000005904 alkaline hydrolysis reaction Methods 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000000243 solution Substances 0.000 description 17
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 239000010410 layer Substances 0.000 description 9
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 239000000284 extract Substances 0.000 description 5
- 238000002955 isolation Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000012044 organic layer Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000002253 acid Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 238000010936 aqueous wash Methods 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000010931 ester hydrolysis Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 230000008774 maternal effect Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL22645580A PL129070B3 (en) | 1975-06-23 | 1980-08-27 | Process for preparing alpha-carboxybenzyl-penicillin |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL18126575A PL102104B1 (pl) | 1975-06-23 | 1975-06-23 | A process of obtaining alpha-carboxybenzyl-penicillin |
| PL22645580A PL129070B3 (en) | 1975-06-23 | 1980-08-27 | Process for preparing alpha-carboxybenzyl-penicillin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL226455A3 PL226455A3 (pm) | 1982-03-01 |
| PL129070B3 true PL129070B3 (en) | 1984-03-31 |
Family
ID=26652875
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL22645580A PL129070B3 (en) | 1975-06-23 | 1980-08-27 | Process for preparing alpha-carboxybenzyl-penicillin |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL129070B3 (pm) |
-
1980
- 1980-08-27 PL PL22645580A patent/PL129070B3/pl unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL226455A3 (pm) | 1982-03-01 |
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