PL141309B1 - Process for preparing novel heterocyclic derivatives of acetic acid - Google Patents
Process for preparing novel heterocyclic derivatives of acetic acid Download PDFInfo
- Publication number
- PL141309B1 PL141309B1 PL1983244426A PL24442683A PL141309B1 PL 141309 B1 PL141309 B1 PL 141309B1 PL 1983244426 A PL1983244426 A PL 1983244426A PL 24442683 A PL24442683 A PL 24442683A PL 141309 B1 PL141309 B1 PL 141309B1
- Authority
- PL
- Poland
- Prior art keywords
- formula
- general formula
- acetic acid
- compound
- cooz
- Prior art date
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 title 2
- 125000000623 heterocyclic group Chemical group 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 3
- -1 heterocyclic acetic acid derivatives Chemical class 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000003368 amide group Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- XXTZHYXQVWRADW-UHFFFAOYSA-N diazomethanone Chemical compound [N]N=C=O XXTZHYXQVWRADW-UHFFFAOYSA-N 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims 1
- 150000004702 methyl esters Chemical class 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 230000008707 rearrangement Effects 0.000 claims 1
- 239000012279 sodium borohydride Substances 0.000 claims 1
- 229910000033 sodium borohydride Inorganic materials 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pyrrole Compounds (AREA)
Claims (2)
1. Zastrzezenia patentowe 1. Sposób wytwarzania nowych heterocyklicznych pochodnych kwasu octowego o ogólnym wzorze 10, w którym R Jako odszczepialny podstawnik zabezpieczajacy grupe amidowa oznacza grupe feny^owa albo jedno- lub wielokrotnie podstawiona rodnikiem alkoksylowym o 1-4 atomach wegla grupe benzylowa, a R oznacza atom wodoru lub rodnik alkilowy o 1-4 atomach wegla,8 141 309 znamienny t y mt ze zwiazek o ogólnym wzorze 7, w którym R i R1 maja wyzej po¬ dane znaczenie, ewentualnie zawierajacy ester metylowy o ogólnym wzorze 6 poddaje sie prze¬ grupowaniu dwuazoketonowemu na znanej drodze w obecnosci wody i wyodrebnia sie otrzymany zwiazek o ogólnym wzorze 10.
2. Sposób wedlug zastrz# 1t znamienny tym, ze przegrupowanie dwu- azoketonowe inicjuje sie przez naswietlanie promieniami nadfioletowymi# R-NHCH(C00Z)2 Wzór i R1-CH-C0X2 Wzór 2 R1-^1 CH(C00Z) J—K Wzór 3 (COOZ) Wzór 4141 509 H H R0 ^COOZ lc R' H H O R WzOrS H H | UDOOH J NN C R Wzór € ^C0CHN2 r-^LJ^CH^N Wzór 7 H H R1 M—h:h 0 R -N r Wzór 8 CHzCOOZ \. O' R WzOr 9 1 H H VCH2C00H O XR iH H gdyR l.Ph2CHN2 2.K2S208 Etj ttcH2C00CHPh2 W]—f* —t—n: o \ CH2C00H gdy R^ H <0SH I O / NH Hz/Pd/c r-fH bCO-SPh O / \_ -N ^R IK2S2O8 2.NaBH4 Et H H o' ^CH2C00H NH O # r -NH CH2OH 2»-n2i J.Chem.Soc.PerkinI 2228 (l98l) zwiazek (-) Ps~5 (±) Th,enamycin Schemat PL PL PL PL
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU823650A HU187424B (en) | 1982-11-05 | 1982-11-05 | Process for preparing new azetidinyl-acetic acids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL244426A1 PL244426A1 (en) | 1985-04-09 |
| PL141309B1 true PL141309B1 (en) | 1987-07-31 |
Family
ID=10964546
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1983250736A PL139670B1 (en) | 1982-11-05 | 1983-11-04 | Method of obtaining new heterocyclic derivatives of acetic acid |
| PL1983244426A PL141309B1 (en) | 1982-11-05 | 1983-11-04 | Process for preparing novel heterocyclic derivatives of acetic acid |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1983250736A PL139670B1 (en) | 1982-11-05 | 1983-11-04 | Method of obtaining new heterocyclic derivatives of acetic acid |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US4587049A (pl) |
| JP (1) | JPS59139356A (pl) |
| AT (1) | AT383802B (pl) |
| AU (1) | AU561697B2 (pl) |
| BE (1) | BE898112A (pl) |
| CH (1) | CH655928A5 (pl) |
| DE (1) | DE3339651A1 (pl) |
| ES (1) | ES527042A0 (pl) |
| FI (1) | FI833956A (pl) |
| FR (1) | FR2535716B1 (pl) |
| GB (1) | GB2131797B (pl) |
| GR (1) | GR78745B (pl) |
| HU (1) | HU187424B (pl) |
| IT (1) | IT1194450B (pl) |
| NL (1) | NL8303802A (pl) |
| PL (2) | PL139670B1 (pl) |
| SE (1) | SE453496B (pl) |
| ZA (1) | ZA837971B (pl) |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3943123A (en) * | 1971-04-30 | 1976-03-09 | Koninklijke Nederlandsche Gist-En Spiritusfabriek N.V. | Novel beta-lactams and novel process |
| US4290947A (en) * | 1979-04-27 | 1981-09-22 | Merck & Co., Inc. | Process for the preparation of thienamycin and intermediates |
| PT71553B (en) * | 1979-07-23 | 1981-12-14 | Merck & Co Inc | Process for the preparation of thienamycin and intermediates |
| HU181742B (en) * | 1980-09-15 | 1983-11-28 | Richter Gedeon Vegyeszet | Process for producing new azetidinone derivatives |
| AU548727B2 (en) * | 1981-03-12 | 1986-01-02 | Gruppo Lepetit S.P.A. | Beta-lactam acetic acid derivatives |
| HU185081B (en) * | 1981-12-30 | 1984-11-28 | Richter Gedeon Vegyeszet | Process for preparing azetidinone-acetic acid derivatives |
| HU184495B (en) * | 1981-12-30 | 1984-08-28 | Richter Gedeon Vegyeszet | Process for preparing new azetidinone-acetic acids |
-
1982
- 1982-11-05 HU HU823650A patent/HU187424B/hu not_active IP Right Cessation
-
1983
- 1983-10-17 AT AT0367883A patent/AT383802B/de not_active IP Right Cessation
- 1983-10-20 GB GB08328090A patent/GB2131797B/en not_active Expired
- 1983-10-26 ZA ZA837971A patent/ZA837971B/xx unknown
- 1983-10-28 FI FI833956A patent/FI833956A/fi not_active Application Discontinuation
- 1983-10-28 BE BE1/10897A patent/BE898112A/fr not_active IP Right Cessation
- 1983-11-02 FR FR8317390A patent/FR2535716B1/fr not_active Expired
- 1983-11-02 JP JP58205007A patent/JPS59139356A/ja active Pending
- 1983-11-02 DE DE19833339651 patent/DE3339651A1/de not_active Withdrawn
- 1983-11-03 SE SE8306048A patent/SE453496B/sv not_active IP Right Cessation
- 1983-11-04 PL PL1983250736A patent/PL139670B1/pl unknown
- 1983-11-04 IT IT23598/83A patent/IT1194450B/it active
- 1983-11-04 CH CH5963/83A patent/CH655928A5/de not_active IP Right Cessation
- 1983-11-04 NL NL8303802A patent/NL8303802A/nl not_active Application Discontinuation
- 1983-11-04 AU AU21004/83A patent/AU561697B2/en not_active Ceased
- 1983-11-04 GR GR72872A patent/GR78745B/el unknown
- 1983-11-04 PL PL1983244426A patent/PL141309B1/pl unknown
- 1983-11-04 ES ES527042A patent/ES527042A0/es active Granted
- 1983-11-07 US US06/549,681 patent/US4587049A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| FR2535716A1 (fr) | 1984-05-11 |
| IT8323598A0 (it) | 1983-11-04 |
| PL139670B1 (en) | 1987-02-28 |
| DE3339651A1 (de) | 1984-05-10 |
| IT8323598A1 (it) | 1985-05-04 |
| ES8504699A1 (es) | 1985-04-16 |
| ES527042A0 (es) | 1985-04-16 |
| JPS59139356A (ja) | 1984-08-10 |
| FI833956A0 (fi) | 1983-10-28 |
| AU561697B2 (en) | 1987-05-14 |
| US4587049A (en) | 1986-05-06 |
| FR2535716B1 (fr) | 1987-07-31 |
| GB2131797A (en) | 1984-06-27 |
| SE453496B (sv) | 1988-02-08 |
| FI833956A (fi) | 1984-05-06 |
| ZA837971B (en) | 1984-12-24 |
| ATA367883A (de) | 1987-01-15 |
| GR78745B (pl) | 1984-10-02 |
| AU2100483A (en) | 1984-05-10 |
| PL244426A1 (en) | 1985-04-09 |
| SE8306048L (sv) | 1984-05-06 |
| HUT34157A (en) | 1985-02-28 |
| GB2131797B (en) | 1986-05-08 |
| IT1194450B (it) | 1988-09-22 |
| GB8328090D0 (en) | 1983-11-23 |
| NL8303802A (nl) | 1984-06-01 |
| AT383802B (de) | 1987-08-25 |
| BE898112A (fr) | 1984-04-30 |
| CH655928A5 (de) | 1986-05-30 |
| PL250736A1 (en) | 1985-07-16 |
| SE8306048D0 (sv) | 1983-11-03 |
| HU187424B (en) | 1986-01-28 |
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