IE33460B1 - Improved process for preparing 7-aminocephalosporanic acid - Google Patents
Improved process for preparing 7-aminocephalosporanic acidInfo
- Publication number
- IE33460B1 IE33460B1 IE827/69A IE82769A IE33460B1 IE 33460 B1 IE33460 B1 IE 33460B1 IE 827/69 A IE827/69 A IE 827/69A IE 82769 A IE82769 A IE 82769A IE 33460 B1 IE33460 B1 IE 33460B1
- Authority
- IE
- Ireland
- Prior art keywords
- aca
- compound
- acid
- residue
- excess
- Prior art date
Links
- HSHGZXNAXBPPDL-HZGVNTEJSA-N 7beta-aminocephalosporanic acid Chemical compound S1CC(COC(=O)C)=C(C([O-])=O)N2C(=O)[C@@H]([NH3+])[C@@H]12 HSHGZXNAXBPPDL-HZGVNTEJSA-N 0.000 title abstract 7
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- HOKIDJSKDBPKTQ-GLXFQSAKSA-N Cephalosporin C Natural products S1CC(COC(=O)C)=C(C(O)=O)N2C(=O)[C@@H](NC(=O)CCC[C@@H](N)C(O)=O)[C@@H]12 HOKIDJSKDBPKTQ-GLXFQSAKSA-N 0.000 abstract 2
- 239000004157 Nitrosyl chloride Substances 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- HOKIDJSKDBPKTQ-GLXFQSAKSA-M cephalosporin C(1-) Chemical compound S1CC(COC(=O)C)=C(C([O-])=O)N2C(=O)[C@@H](NC(=O)CCC[C@@H]([NH3+])C([O-])=O)[C@@H]12 HOKIDJSKDBPKTQ-GLXFQSAKSA-M 0.000 abstract 2
- 238000001704 evaporation Methods 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 2
- VPCDQGACGWYTMC-UHFFFAOYSA-N nitrosyl chloride Chemical compound ClN=O VPCDQGACGWYTMC-UHFFFAOYSA-N 0.000 abstract 2
- 235000019392 nitrosyl chloride Nutrition 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 abstract 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 1
- GEHMBYLTCISYNY-UHFFFAOYSA-N Ammonium sulfamate Chemical compound [NH4+].NS([O-])(=O)=O GEHMBYLTCISYNY-UHFFFAOYSA-N 0.000 abstract 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 abstract 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 1
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 abstract 1
- 125000002837 carbocyclic group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 238000003776 cleavage reaction Methods 0.000 abstract 1
- 239000012954 diazonium Substances 0.000 abstract 1
- 150000001989 diazonium salts Chemical class 0.000 abstract 1
- 235000019253 formic acid Nutrition 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 abstract 1
- 150000002429 hydrazines Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 230000007017 scission Effects 0.000 abstract 1
- 150000003349 semicarbazides Chemical class 0.000 abstract 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical class NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 abstract 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical class NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 abstract 1
- 150000003583 thiosemicarbazides Chemical class 0.000 abstract 1
- 150000003585 thioureas Chemical class 0.000 abstract 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 abstract 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/18—7-Aminocephalosporanic or substituted 7-aminocephalosporanic acids
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60R—VEHICLES, VEHICLE FITTINGS, OR VEHICLE PARTS, NOT OTHERWISE PROVIDED FOR
- B60R13/00—Elements for body-finishing, identifying, or decorating; Arrangements or adaptations for advertising purposes
- B60R13/02—Internal Trim mouldings ; Internal Ledges; Wall liners for passenger compartments; Roof liners
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Cephalosporin Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US73808368A | 1968-06-19 | 1968-06-19 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE33460L IE33460L (en) | 1969-12-19 |
| IE33460B1 true IE33460B1 (en) | 1974-07-10 |
Family
ID=24966495
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE827/69A IE33460B1 (en) | 1968-06-19 | 1969-06-17 | Improved process for preparing 7-aminocephalosporanic acid |
Country Status (12)
| Country | Link |
|---|---|
| JP (1) | JPS5017476B1 (de) |
| AT (1) | AT293613B (de) |
| BE (1) | BE734722A (de) |
| CH (1) | CH514623A (de) |
| DE (1) | DE1931090A1 (de) |
| FR (1) | FR2011243A1 (de) |
| GB (1) | GB1270955A (de) |
| IE (1) | IE33460B1 (de) |
| IL (1) | IL32408A (de) |
| NL (1) | NL6909331A (de) |
| SE (1) | SE362883B (de) |
| ZA (1) | ZA694235B (de) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0572709B1 (de) * | 1992-06-05 | 1995-09-27 | Gebr. Happich GmbH | Cabrio-Verdeck |
-
1969
- 1969-06-16 ZA ZA694235A patent/ZA694235B/xx unknown
- 1969-06-17 IL IL32408A patent/IL32408A/en unknown
- 1969-06-17 IE IE827/69A patent/IE33460B1/xx unknown
- 1969-06-17 GB GB30581/69D patent/GB1270955A/en not_active Expired
- 1969-06-18 JP JP44048231A patent/JPS5017476B1/ja active Pending
- 1969-06-18 NL NL6909331A patent/NL6909331A/xx unknown
- 1969-06-18 BE BE734722D patent/BE734722A/xx unknown
- 1969-06-18 SE SE864769A patent/SE362883B/xx unknown
- 1969-06-19 FR FR6920590A patent/FR2011243A1/fr not_active Withdrawn
- 1969-06-19 CH CH939669A patent/CH514623A/de not_active IP Right Cessation
- 1969-06-19 AT AT582369A patent/AT293613B/de not_active IP Right Cessation
- 1969-06-19 DE DE19691931090 patent/DE1931090A1/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| AT293613B (de) | 1971-10-25 |
| JPS5017476B1 (de) | 1975-06-20 |
| GB1270955A (en) | 1972-04-19 |
| IL32408A (en) | 1972-12-29 |
| IL32408A0 (en) | 1969-08-27 |
| CH514623A (de) | 1971-10-31 |
| SE362883B (de) | 1973-12-27 |
| IE33460L (en) | 1969-12-19 |
| NL6909331A (de) | 1969-12-23 |
| DE1931090A1 (de) | 1970-01-02 |
| FR2011243A1 (de) | 1970-02-27 |
| BE734722A (de) | 1969-12-18 |
| ZA694235B (en) | 1971-01-27 |
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