IL27882A - Process for preparation of 6-amino-penicillanic acid - Google Patents
Process for preparation of 6-amino-penicillanic acidInfo
- Publication number
- IL27882A IL27882A IL27882A IL2788267A IL27882A IL 27882 A IL27882 A IL 27882A IL 27882 A IL27882 A IL 27882A IL 2788267 A IL2788267 A IL 2788267A IL 27882 A IL27882 A IL 27882A
- Authority
- IL
- Israel
- Prior art keywords
- acid
- imino
- ester
- alcohol
- halide
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 13
- NGHVIOIJCVXTGV-ALEPSDHESA-N 6-aminopenicillanic acid Chemical compound [O-]C(=O)[C@H]1C(C)(C)S[C@@H]2[C@H]([NH3+])C(=O)N21 NGHVIOIJCVXTGV-ALEPSDHESA-N 0.000 title claims 2
- NGHVIOIJCVXTGV-UHFFFAOYSA-N 6beta-amino-penicillanic acid Natural products OC(=O)C1C(C)(C)SC2C(N)C(=O)N21 NGHVIOIJCVXTGV-UHFFFAOYSA-N 0.000 title claims 2
- 239000002253 acid Substances 0.000 claims 6
- -1 tetrafluoroborate Chemical compound 0.000 claims 5
- 150000004820 halides Chemical class 0.000 claims 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- 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 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 230000007062 hydrolysis Effects 0.000 claims 2
- 238000006460 hydrolysis reaction Methods 0.000 claims 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical group ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 1
- 229930182555 Penicillin Natural products 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 239000011230 binding agent Substances 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- QIUBLANJVAOHHY-UHFFFAOYSA-N hydrogen isocyanide Chemical group [NH+]#[C-] QIUBLANJVAOHHY-UHFFFAOYSA-N 0.000 claims 1
- 238000007327 hydrogenolysis reaction Methods 0.000 claims 1
- 150000002440 hydroxy compounds Chemical class 0.000 claims 1
- ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical compound O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 claims 1
- 229940049954 penicillin Drugs 0.000 claims 1
- 235000019371 penicillin G benzathine Nutrition 0.000 claims 1
- 229940056360 penicillin g Drugs 0.000 claims 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical group ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D499/21—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring with a nitrogen atom directly attached in position 6 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
- C07D499/42—Compounds with a free primary amino radical attached in position 6
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL6606872A NL6606872A (is") | 1966-05-18 | 1966-05-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL27882A true IL27882A (en) | 1970-11-30 |
Family
ID=19796644
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL27882A IL27882A (en) | 1966-05-18 | 1967-04-28 | Process for preparation of 6-amino-penicillanic acid |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US3676429A (is") |
| AT (1) | AT279803B (is") |
| BE (1) | BE698596A (is") |
| CH (1) | CH513207A (is") |
| DE (1) | DE1695313C3 (is") |
| DK (1) | DK129938B (is") |
| ES (1) | ES340634A1 (is") |
| FI (1) | FI49308C (is") |
| FR (1) | FR1523029A (is") |
| GB (1) | GB1189022A (is") |
| IL (1) | IL27882A (is") |
| NL (2) | NL6606872A (is") |
| NO (1) | NO134801C (is") |
| SE (1) | SE356521B (is") |
| YU (1) | YU31324B (is") |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL79157B1 (is") * | 1970-12-22 | 1975-06-30 | ||
| DE2222094A1 (de) * | 1972-05-05 | 1973-11-15 | Hoechst Ag | Verfahren zur herstellung von aminoazetidinonen |
| NL7908867A (nl) * | 1979-12-10 | 1981-07-01 | Gist Brocades Nv | Werkwijze voor het bereiden van 6-aminopenicillaanzuur- -1,1-dioxide en zijn zouten. |
| KR100815100B1 (ko) * | 2000-03-22 | 2008-03-20 | 소시에떼 데 프로듀이 네슬레 소시에떼아노님 | 애완동물용 식품 조성물 및 이의 제조방법 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1159449B (de) * | 1961-03-22 | 1963-12-19 | Gruenenthal Chemie | Verfahren zur Herstellung von 6-Acylaminopenicillansaeuren und deren Salzen |
| US3304301A (en) * | 1962-12-27 | 1967-02-14 | Rit Rech Ind Therapeut | Derivatives of 6-aminopenicillanic acid |
-
0
- NL NL130546D patent/NL130546C/xx active
-
1966
- 1966-05-18 NL NL6606872A patent/NL6606872A/xx unknown
-
1967
- 1967-04-21 DE DE1695313A patent/DE1695313C3/de not_active Expired
- 1967-04-28 IL IL27882A patent/IL27882A/en unknown
- 1967-05-05 NO NO168015A patent/NO134801C/no unknown
- 1967-05-12 GB GB22057/67A patent/GB1189022A/en not_active Expired
- 1967-05-16 SE SE06804/67A patent/SE356521B/xx unknown
- 1967-05-16 YU YU0989/67A patent/YU31324B/xx unknown
- 1967-05-17 FR FR106707A patent/FR1523029A/fr not_active Expired
- 1967-05-17 ES ES340634A patent/ES340634A1/es not_active Expired
- 1967-05-17 DK DK258267AA patent/DK129938B/da not_active IP Right Cessation
- 1967-05-17 AT AT462267A patent/AT279803B/de not_active IP Right Cessation
- 1967-05-17 FI FI671412A patent/FI49308C/fi active
- 1967-05-17 BE BE698596D patent/BE698596A/xx not_active IP Right Cessation
- 1967-05-18 CH CH696467A patent/CH513207A/de not_active IP Right Cessation
-
1969
- 1969-07-16 US US842344A patent/US3676429A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| FI49308B (is") | 1975-01-31 |
| US3676429A (en) | 1972-07-11 |
| DK129938C (is") | 1975-05-20 |
| DK129938B (da) | 1974-12-02 |
| FR1523029A (fr) | 1968-04-02 |
| AT279803B (de) | 1970-03-25 |
| GB1189022A (en) | 1970-04-22 |
| NL130546C (is") | |
| BE698596A (is") | 1967-11-17 |
| DE1695313A1 (de) | 1972-07-27 |
| FI49308C (fi) | 1975-05-12 |
| NO134801B (is") | 1976-09-06 |
| YU31324B (en) | 1973-04-30 |
| CH513207A (de) | 1971-09-30 |
| ES340634A1 (es) | 1968-06-01 |
| DE1695313C3 (de) | 1975-04-10 |
| NO134801C (is") | 1976-12-15 |
| SE356521B (is") | 1973-05-28 |
| NL6606872A (is") | 1967-11-20 |
| DE1695313B2 (de) | 1974-08-01 |
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