SE7906899L - Sulfinylazetidinonforeningar - Google Patents
SulfinylazetidinonforeningarInfo
- Publication number
- SE7906899L SE7906899L SE7906899A SE7906899A SE7906899L SE 7906899 L SE7906899 L SE 7906899L SE 7906899 A SE7906899 A SE 7906899A SE 7906899 A SE7906899 A SE 7906899A SE 7906899 L SE7906899 L SE 7906899L
- Authority
- SE
- Sweden
- Prior art keywords
- formula
- group
- alkyl
- given above
- meanings given
- Prior art date
Links
- OLYRIEJYVNRXJV-UHFFFAOYSA-N 3-sulfinylazetidin-2-one Chemical class O=S=C1CNC1=O OLYRIEJYVNRXJV-UHFFFAOYSA-N 0.000 title claims abstract 3
- 239000003242 anti bacterial agent Substances 0.000 claims abstract 2
- 229940088710 antibiotic agent Drugs 0.000 claims abstract 2
- 150000001782 cephems Chemical class 0.000 claims abstract 2
- 125000001424 substituent group Chemical group 0.000 claims abstract 2
- -1 3-methylenecepham sulfoxides Chemical class 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 1
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000003368 amide group Chemical group 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000006244 carboxylic acid protecting group Chemical group 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000004970 halomethyl group Chemical group 0.000 claims 1
- 125000002632 imidazolidinyl group Chemical group 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 125000000018 nitroso group Chemical group N(=O)* 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 claims 1
- 125000006007 trichloroethoxy group Chemical group 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- 238000005727 Friedel-Crafts reaction Methods 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- 239000007848 Bronsted acid Substances 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Chemical group 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 2
- HRKQOINLCJTGBK-UHFFFAOYSA-N dihydroxidosulfur Chemical group OSO HRKQOINLCJTGBK-UHFFFAOYSA-N 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 150000007970 thio esters Chemical group 0.000 abstract 2
- HTFTURZHXAWZPC-SSDOTTSWSA-N (6r)-3-methylidene-5-thia-1-azabicyclo[4.2.0]octan-8-one Chemical compound C1C(=C)CS[C@@H]2CC(=O)N21 HTFTURZHXAWZPC-SSDOTTSWSA-N 0.000 abstract 1
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 238000006798 ring closing metathesis reaction Methods 0.000 abstract 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
- C07D205/09—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 with a sulfur atom directly attached in position 4
- C07D205/095—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 with a sulfur atom directly attached in position 4 and with a nitrogen atom directly attached in position 3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Claims (5)
1. en grupp med formeln -0R4, dar R4 betecknar vAte, C1-0-alkyl, aryl(C1-03-alkyl) oiler Ci-C6- -halogenalkyl; 2. en grupp med formeln -SR, (Jar R betecknar 01,06-alkyl, aryl eller aryi-(01-03-alkyl); eller 3. en grupp med formeln: 6 -N R7 ,NH3 CH (2) en amidogrupp med formeln: 0 4NH- vari 23 betecknar (o) vRte, C1-C3-alkyl, halogenmetyl eller 3-(2-klorfeny1)-5-metyl-isoxasoly1;
2. bensyloxi, 4-nitrobensyloxi, 2,2,2-trikloretoxi, t-butoxi eller 4-metoxibensyloxi;
3. gruppen R" dKr R" betecknar 1,4-cyklohexadienyl, fenyl, eller fenyl substituerad med 1 eller 2 substituenter valda oberoende am varandra bland: halogen, skyddad hydroxi, nitro, cyano, trifluormetyl, 01-04-alkoxi, C1-04-, fOretrEdesvis C1-C3-alkyl;
4. en grupp med formeln: R" - (0)-022- marl R" bar oven angivna betydelser och m Kr 0 eller 1;
5. en substituerad arylalkylgrupp med formeln: dar (a) R6 betecknar mate och 27 betecknar site, R" med oven angivna betydelser, eller en grupp med formeln -NHR8, dAr R8 betecknar aminokaroonyl, C1-03-alkylaminokarbonYl, C1-03-alkylkarbonyl, C1-03-alkoxikarbonyl eller tosyl; eller (b) 26, 27 och den kvaveatom, mid silken de in bundna, tillsammans betecknar en imidogrupp med formeln: 0 dRr R2 bar oven angivna betydelser. w dgr R'" betecknar R" med ovan angivna betydelser och W betecknar skyddad hydroxi eller skyddad amino; (3) en imidogrupp med formeln: 0 R2 'C N- R"-(0) CH CZ/ m OR/. R" och m har oven angivna betydelser och R2' betecknar C1-C3-alkyl, C2-C3-halogenalkyl, C1-C3-alkoxi eller trikloretoxi; eller Ri betecknar
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US53628074A | 1974-12-24 | 1974-12-24 | |
| US63273375A | 1975-11-19 | 1975-11-19 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SE7906899L true SE7906899L (sv) | 1979-08-17 |
| SE444810B SE444810B (sv) | 1986-05-12 |
Family
ID=27065082
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7514550A SE431547B (sv) | 1974-12-24 | 1975-12-22 | Forfarande for framstellning av 3-metylencefamsulfoxider |
| SE7906899A SE444810B (sv) | 1974-12-24 | 1979-08-17 | Sulfinyazetidinonforeningar till anvendning for framstellning av 3-metylencefamsulfoxider |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7514550A SE431547B (sv) | 1974-12-24 | 1975-12-22 | Forfarande for framstellning av 3-metylencefamsulfoxider |
Country Status (25)
| Country | Link |
|---|---|
| JP (1) | JPS606960B2 (sv) |
| AR (1) | AR220505A1 (sv) |
| AT (1) | AT341672B (sv) |
| AU (1) | AU503202B2 (sv) |
| BE (1) | BE837041A (sv) |
| BG (2) | BG27236A3 (sv) |
| CA (1) | CA1056372A (sv) |
| CH (3) | CH625528A5 (sv) |
| CS (1) | CS191291B2 (sv) |
| DD (2) | DD130933A5 (sv) |
| DE (1) | DE2556045A1 (sv) |
| DK (1) | DK157137C (sv) |
| ES (2) | ES443829A1 (sv) |
| FR (2) | FR2333804A1 (sv) |
| GB (1) | GB1536288A (sv) |
| GR (1) | GR59922B (sv) |
| HU (2) | HU177431B (sv) |
| IE (1) | IE42190B1 (sv) |
| IL (1) | IL48565A (sv) |
| NL (1) | NL182880C (sv) |
| PL (2) | PL113883B1 (sv) |
| RO (2) | RO68478A (sv) |
| SE (2) | SE431547B (sv) |
| SU (1) | SU799667A3 (sv) |
| YU (2) | YU324875A (sv) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4190724A (en) * | 1978-11-13 | 1980-02-26 | Eli Lilly And Company | Process for 3-exomethylenecepham sulfoxides |
| US4289695A (en) * | 1978-11-13 | 1981-09-15 | Eli Lilly And Company | Process for preparing 2-chlorosulfinylazetidinones |
| GB2099817B (en) * | 1981-04-10 | 1985-05-15 | Otsuka Kagaku Yakuhin | Azetidinone derivatives and process for the preparation of the same |
| US4436596A (en) * | 1982-11-16 | 1984-03-13 | Eli Lilly And Company | N-Substituted-2-(R)-(sulfinic acid)-3-(S)-(acylamido)-4-oxo-azetidines and process |
| DE4230053A1 (de) * | 1992-09-08 | 1994-03-10 | Pliva Handels Gmbh | 4-Oxo-azetidin-2-sulfonsäureamide und ihre Salze, Verfahren zu deren Herstellung und ihre Verwendung |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3843682A (en) * | 1972-05-15 | 1974-10-22 | Lilly Co Eli | 2-chlorosulfinyl-3-imido-azetedin-4-ones |
-
1975
- 1975-11-27 CA CA240,644A patent/CA1056372A/en not_active Expired
- 1975-11-27 GR GR49473A patent/GR59922B/el unknown
- 1975-11-28 IL IL48565A patent/IL48565A/xx unknown
- 1975-11-28 AU AU87084/75A patent/AU503202B2/en not_active Expired
- 1975-11-28 IE IE2596/75A patent/IE42190B1/en unknown
- 1975-12-12 DE DE19752556045 patent/DE2556045A1/de active Granted
- 1975-12-16 CH CH1630475A patent/CH625528A5/de not_active IP Right Cessation
- 1975-12-17 DD DD7500198426A patent/DD130933A5/xx unknown
- 1975-12-17 DD DD190224A patent/DD124985A5/xx unknown
- 1975-12-18 GB GB51980/75A patent/GB1536288A/en not_active Expired
- 1975-12-19 YU YU03248/75A patent/YU324875A/xx unknown
- 1975-12-22 JP JP50153926A patent/JPS606960B2/ja not_active Expired
- 1975-12-22 DK DK585875A patent/DK157137C/da not_active IP Right Cessation
- 1975-12-22 SE SE7514550A patent/SE431547B/sv not_active IP Right Cessation
- 1975-12-23 PL PL1975212224A patent/PL113883B1/pl unknown
- 1975-12-23 BE BE1007103A patent/BE837041A/xx not_active IP Right Cessation
- 1975-12-23 PL PL1975185927A patent/PL114521B1/pl unknown
- 1975-12-23 HU HU75EI662A patent/HU177431B/hu unknown
- 1975-12-23 AT AT980475A patent/AT341672B/de not_active IP Right Cessation
- 1975-12-23 AR AR261750A patent/AR220505A1/es active
- 1975-12-23 SU SU752301511A patent/SU799667A3/ru active
- 1975-12-23 CS CS758835A patent/CS191291B2/cs unknown
- 1975-12-23 ES ES443829A patent/ES443829A1/es not_active Expired
- 1975-12-23 HU HU75EI686A patent/HU175226B/hu unknown
- 1975-12-24 FR FR7539714A patent/FR2333804A1/fr active Granted
- 1975-12-24 BG BG031908A patent/BG27236A3/xx unknown
- 1975-12-24 BG BG036782A patent/BG31072A4/xx unknown
- 1975-12-24 RO RO7584303A patent/RO68478A/ro unknown
- 1975-12-24 RO RO7594622A patent/RO74273A/ro unknown
- 1975-12-24 NL NLAANVRAGE7515069,A patent/NL182880C/xx not_active IP Right Cessation
-
1976
- 1976-05-04 FR FR7613230A patent/FR2300080A1/fr active Granted
-
1977
- 1977-04-15 ES ES457884A patent/ES457884A1/es not_active Expired
-
1979
- 1979-08-17 SE SE7906899A patent/SE444810B/sv not_active IP Right Cessation
-
1980
- 1980-11-21 CH CH862880A patent/CH626604A5/de not_active IP Right Cessation
-
1981
- 1981-04-24 CH CH271381A patent/CH628620A5/de not_active IP Right Cessation
- 1981-08-26 YU YU02064/81A patent/YU206481A/xx unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NAL | Patent in force |
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