ES443828A1 - A procedure for preparing a sulfinyl chloride. (Machine-translation by Google Translate, not legally binding) - Google Patents
A procedure for preparing a sulfinyl chloride. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES443828A1 ES443828A1 ES443828A ES443828A ES443828A1 ES 443828 A1 ES443828 A1 ES 443828A1 ES 443828 A ES443828 A ES 443828A ES 443828 A ES443828 A ES 443828A ES 443828 A1 ES443828 A1 ES 443828A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- group
- defined above
- see
- see formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000000034 method Methods 0.000 title abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 title abstract 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 2
- -1 benzyloxy, 4-nitrobenzyloxy, t-butyloxy, 2,2,2-trichloro-ethoxy, 4-methoxybenzyloxy, 3- (2-chlorophenyl) -5-methyl-isoxazole -4-yl Chemical group 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- FCZNNHHXCFARDY-WQRUCBPWSA-N (2s,5r,6r)-3,3-dimethyl-4,7-dioxo-6-[(2-phenylacetyl)amino]-4$l^{4}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Chemical compound N([C@H]1[C@@H]2N(C1=O)[C@H](C(S2=O)(C)C)C(O)=O)C(=O)CC1=CC=CC=C1 FCZNNHHXCFARDY-WQRUCBPWSA-N 0.000 abstract 1
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 abstract 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 abstract 1
- 125000004797 2,2,2-trichloroethoxy group Chemical group ClC(CO*)(Cl)Cl 0.000 abstract 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000003368 amide group Chemical group 0.000 abstract 1
- 125000006244 carboxylic acid protecting group Chemical group 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 230000002140 halogenating effect Effects 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000004970 halomethyl group Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002632 imidazolidinyl group Chemical group 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cephalosporin Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
A procedure for preparing a sulfinyl chloride of the formula ** (See formula) ** characterized by reacting a penicillin sulfoxide of the formula ** (See formula) ** with an N-chloro halogenating agent at a temperature of from about 75ºC to about 135ºC in an inert solvent and under anhydrous conditions, wherein, in the above formulas, R1 is a carboxylic acid protecting group; and R os (1) an imido group of the formula ** (See formula) ** wherein R2 is C2-C4 alkylene or 1,2-phenylene; (2) an amido group of the formula ** (See formula) ** where R3 is (a) hydrogen, C1-C3 alkyl, halomethyl, benzyloxy, 4-nitrobenzyloxy, t-butyloxy, 2,2,2-trichloro-ethoxy, 4-methoxybenzyloxy, 3- (2-chlorophenyl) -5-methyl-isoxazole -4-yl; (b) the group R'where R' is 1,4-cyclohexadienyl, phenyl or phenyl substituted with 1 or 2 halogens, protected hydroxy, nitro, cyano, trifluoromethyl, C1-C4 alkyl or C1-C4 alkoxy; (c) a group of the formula R'- (O) m-CH2- where R' is as defined above and m is 0 or 1; or (d) a group of the formula R'-CH- where R'is as defined above and W is hydroxy protected or protected amino; (3) an imidazolidinyl group of the formula ** (See formula) ** where R'is as defined above and U is nitrous or acetyl: or R is (4) an imido group of the formula ** (See formula) ** where R'and m are as defined above, and R4 is C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, or 2,2,2-trichloroethoxy. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US53627374A | 1974-12-24 | 1974-12-24 | |
| US63273275A | 1975-11-19 | 1975-11-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES443828A1 true ES443828A1 (en) | 1977-04-16 |
Family
ID=27065078
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES443828A Expired ES443828A1 (en) | 1974-12-24 | 1975-12-23 | A procedure for preparing a sulfinyl chloride. (Machine-translation by Google Translate, not legally binding) |
Country Status (14)
| Country | Link |
|---|---|
| AR (2) | AR213084A1 (en) |
| CS (1) | CS192522B2 (en) |
| DD (1) | DD123601A5 (en) |
| DK (1) | DK585775A (en) |
| ES (1) | ES443828A1 (en) |
| GR (1) | GR58604B (en) |
| IE (1) | IE42189B1 (en) |
| IL (1) | IL48564A (en) |
| PH (1) | PH20183A (en) |
| PL (1) | PL108419B1 (en) |
| RO (1) | RO68210A (en) |
| SE (1) | SE438331B (en) |
| SU (1) | SU644383A3 (en) |
| YU (1) | YU324775A (en) |
-
1975
- 1975-11-27 GR GR49472A patent/GR58604B/en unknown
- 1975-11-28 IL IL48564A patent/IL48564A/en unknown
- 1975-11-28 IE IE2595/75A patent/IE42189B1/en unknown
- 1975-12-17 DD DD190223A patent/DD123601A5/xx unknown
- 1975-12-19 YU YU03247/75A patent/YU324775A/en unknown
- 1975-12-22 DK DK585775A patent/DK585775A/en unknown
- 1975-12-23 ES ES443828A patent/ES443828A1/en not_active Expired
- 1975-12-23 CS CS758834A patent/CS192522B2/en unknown
- 1975-12-23 PL PL1975185933A patent/PL108419B1/en unknown
- 1975-12-23 AR AR261749A patent/AR213084A1/en active
- 1975-12-23 SU SU752301603A patent/SU644383A3/en active
- 1975-12-24 RO RO7584302A patent/RO68210A/en unknown
-
1977
- 1977-12-09 AR AR270300A patent/AR229151A1/en active
-
1978
- 1978-10-20 SE SE7810962A patent/SE438331B/en not_active IP Right Cessation
-
1979
- 1979-07-05 PH PH22740A patent/PH20183A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| RO68210A (en) | 1981-08-30 |
| AR229151A1 (en) | 1983-06-30 |
| SE438331B (en) | 1985-04-15 |
| PL108419B1 (en) | 1980-04-30 |
| IL48564A (en) | 1979-09-30 |
| IE42189L (en) | 1976-06-24 |
| DD123601A5 (en) | 1977-01-05 |
| IE42189B1 (en) | 1980-06-18 |
| SE7810962L (en) | 1978-10-20 |
| GR58604B (en) | 1977-11-10 |
| AR213084A1 (en) | 1978-12-15 |
| YU324775A (en) | 1982-10-31 |
| PH20183A (en) | 1986-10-16 |
| SU644383A3 (en) | 1979-01-25 |
| DK585775A (en) | 1976-06-25 |
| IL48564A0 (en) | 1976-01-30 |
| CS192522B2 (en) | 1979-08-31 |
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