IE33460B1 - Improved process for preparing 7-aminocephalosporanic acid - Google Patents

Improved process for preparing 7-aminocephalosporanic acid

Info

Publication number: IE33460B1
Authority: IE; Ireland
Prior art keywords: aca; compound; acid; residue; excess
Prior art date: 1968-06-19

Application number

IE827/69A

Other languages

English (en)

Other versions

IE33460L (en

Original Assignee

Lilly Co Eli

Priority date (The priority date 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 date listed.)

1968-06-19

Filing date

1969-06-17

Publication date

1974-07-10

1969-06-17 Application filed by Lilly Co Eli filed Critical Lilly Co Eli

1969-12-19 Publication of IE33460L publication Critical patent/IE33460L/xx

1974-07-10 Publication of IE33460B1 publication Critical patent/IE33460B1/xx

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)

IE827/69A 1968-06-19 1969-06-17 Improved process for preparing 7-aminocephalosporanic acid IE33460B1 (en)

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)

* Cited by examiner, † Cited by third party
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 GB GB30581/69D patent/GB1270955A/en not_active Expired
- 1969-06-17 IE IE827/69A patent/IE33460B1/xx unknown
- 1969-06-18 SE SE864769A patent/SE362883B/xx unknown
- 1969-06-18 BE BE734722D patent/BE734722A/xx unknown
- 1969-06-18 NL NL6909331A patent/NL6909331A/xx unknown
- 1969-06-18 JP JP44048231A patent/JPS5017476B1/ja active Pending
- 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 DE DE19691931090 patent/DE1931090A1/de active Pending
- 1969-06-19 AT AT582369A patent/AT293613B/de not_active IP Right Cessation

Also Published As

Publication number	Publication date
NL6909331A (de)	1969-12-23
JPS5017476B1 (de)	1975-06-20
CH514623A (de)	1971-10-31
FR2011243A1 (de)	1970-02-27
GB1270955A (en)	1972-04-19
BE734722A (de)	1969-12-18
SE362883B (de)	1973-12-27
AT293613B (de)	1971-10-25
ZA694235B (en)	1971-01-27
IE33460L (en)	1969-12-19
IL32408A (en)	1972-12-29
DE1931090A1 (de)	1970-01-02
IL32408A0 (en)	1969-08-27

Publication	Publication Date	Title
IE33460L (en)	1969-12-19	7-aminocephalosporanic acid
GB1352467A (en)	1974-05-08	Thiazolines and their use as flavourants
US3351597A (en)	1967-11-07	Process for acylating 7-amino cephalosporanic acid
US3769281A (en)	1973-10-30	Deblocking process for cephalosporin antibiotics
JPS5535096A (en)	1980-03-11	3-cephem compound, its salt, their preparation, and preventive and remedy for microbism comprising thema active constituent
EP0019067B1 (de)	1982-10-06	5,10-Dioxo-5,10-dihydrodiimidazo(1,5-a,1',5'-d)pyrazin-1,6-dicarbonsäure und Verfahren zur Herstellung von Imidazoldicarbonsäureamiden
GB1132621A (en)	1968-11-06	Process for preparing cephalosporin c antibiotics
US3671449A (en)	1972-06-20	Cephalosporin compositions
SU440842A1 (de)	1974-08-25
US3923826A (en)	1975-12-02	Synthesis of 5-(beta-methylmercaptoethyl)-hydantoin
GB1440971A (en)	1976-06-30	Method for the accelerated alcoholysis ir phenolysis of phos phorus pentasulphide
Yoshimura et al.	1971	Syntheses of N-Substituted Carbamimidoylformic Acids
GB1265315A (de)	1972-03-01
ES8300728A1 (es)	1982-11-01	Procedimiento para la obtencion de sacarina.
GB1479802A (en)	1977-07-13	Process for preparing cephalosporins
GB1277228A (en)	1972-06-07	An improved process for the production of 7-aminocephalosporanic acid
IE36615L (en)	1973-02-23	WATER-SOLUBLE CEPHALOSPORIN Ca
GB1017534A (en)	1966-01-19	Improvements in or relating to the production of 7-aminocephalosporanic acid
US4250307A (en)	1981-02-10	Process for the preparation of 7-amino-cephalosporanic acid
GB948717A (en)	1964-02-05	Improved process for the recovery of glutamic acid
FI68238C (fi)	1985-08-12	Foerfarande foer framstaellning av cefalexin
JPS54106446A (en)	1979-08-21	Substituted alpha-aminophenylacetic acid
GB1359374A (en)	1974-07-10	Cycloaliphatic penicilins
GB1281172A (en)	1972-07-12	Improved process for preparing 7-aminocephalosporanic acid
GB1392156A (en)	1975-04-30	7-3-substituted ureido and thioureido cephalosporins