GB1460915A - Chemical process - Google Patents
Chemical processInfo
- Publication number
- GB1460915A GB1460915A GB3961874A GB3961874A GB1460915A GB 1460915 A GB1460915 A GB 1460915A GB 3961874 A GB3961874 A GB 3961874A GB 3961874 A GB3961874 A GB 3961874A GB 1460915 A GB1460915 A GB 1460915A
- Authority
- GB
- United Kingdom
- Prior art keywords
- product
- solvent
- hydroxyphenyl
- dioxane
- dec
- 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
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
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
- C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
- C07D501/36—Methylene radicals, substituted by sulfur atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/06—1,2,3-Thiadiazoles; Hydrogenated 1,2,3-thiadiazoles
-
- 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)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Cephalosporin Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1460915 D-(-)-2-(p-Hydroxyphenyl)glycyl chloride hydrochloride BRISTOL-MYERS CO 21 Dec 1973 [26 Dec 1972] 39618/74 Divided out of 1460914 Heading C2C D - (-) - 2 - (p - hydroxyphenyl)glycol chloride hydrochloride having the formula is prepared by reacting D-(-)-2-(p-hydroxyphenyl)glycine with a molar excess of phosgene in an anhydrous inert solvent as defined hereinafter, to form a solution of the anhydride of formula removing unreacted phosgene from the reaction mixture, adding a stoichiometric excess of HCl gas to the cooled reaction mixture, and recovering the desired product. The reaction solvent is a liquid which is chemically inert to the reactants and product, is a solvent for the intermediate anhydride, and is substantially non-solvent for the desired end product, suitable solvents being dioxane, tetrahydrofuran and acetonitrile. Further non-solvents, e.g. chlorinated hydrocarbons and aromatic hydrocarbons may be added at the final stage to encourage precipitation of the product. The product may be obtained in the form of a solvate with the reaction solvent (e.g. the dioxane or acetonitrile solvate), and this may be converted to the non-solvated form by gassing in solution or suspension with further HCl gas or by slurrying with anhydrous methylene chloride.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US31834072A | 1972-12-26 | 1972-12-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1460915A true GB1460915A (en) | 1977-01-06 |
Family
ID=23237764
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3961874A Expired GB1460915A (en) | 1972-12-26 | 1973-12-21 | Chemical process |
| GB2336876A Expired GB1460916A (en) | 1972-12-26 | 1973-12-21 | Preparation of 3-thiolated-7-acylamido-cephalosporanic acid derivatives |
| GB5933273A Expired GB1460914A (en) | 1972-12-26 | 1973-12-21 | 3-thiolated-7-acylamido-cephalosporanic acid derivatives processes for preparing them and pharmaceutical compositions 0mprising them |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2336876A Expired GB1460916A (en) | 1972-12-26 | 1973-12-21 | Preparation of 3-thiolated-7-acylamido-cephalosporanic acid derivatives |
| GB5933273A Expired GB1460914A (en) | 1972-12-26 | 1973-12-21 | 3-thiolated-7-acylamido-cephalosporanic acid derivatives processes for preparing them and pharmaceutical compositions 0mprising them |
Country Status (23)
| Country | Link |
|---|---|
| JP (4) | JPS5652024B2 (en) |
| KR (1) | KR780000197B1 (en) |
| AR (4) | AR203636A1 (en) |
| AT (1) | AT331397B (en) |
| BE (1) | BE808924A (en) |
| BG (3) | BG21234A3 (en) |
| CH (1) | CH602760A5 (en) |
| DD (2) | DD110664A5 (en) |
| DE (1) | DE2364192A1 (en) |
| ES (3) | ES421707A1 (en) |
| FR (2) | FR2211216B1 (en) |
| GB (3) | GB1460915A (en) |
| HU (2) | HU169451B (en) |
| IL (3) | IL50774A (en) |
| IN (1) | IN139259B (en) |
| LU (1) | LU69080A1 (en) |
| NL (1) | NL7317715A (en) |
| NO (1) | NO142710C (en) |
| OA (1) | OA04655A (en) |
| RO (1) | RO66051A (en) |
| SE (2) | SE7512971L (en) |
| SU (1) | SU576948A3 (en) |
| ZA (1) | ZA739607B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0018546A2 (en) * | 1979-04-25 | 1980-11-12 | BIOCHEMIE Gesellschaft m.b.H. | Process for the production of phenylglycyl chloride hydrochlorides |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3907667A (en) * | 1973-08-22 | 1975-09-23 | Gulf Research Development Co | Process for producing a lubricating oil from a residue feed |
| NZ179268A (en) * | 1974-12-13 | 1978-04-28 | Bristol Myers Co | Derivative of cephalosporin c, the preparation of certain cephalosporins |
| NL162387C (en) * | 1977-09-06 | 1980-05-16 | Gist Brocades Nv | PROCESS FOR PREPARING 6- (D-ALPHA-AMINO-P- HYDROXYPHENYLACETAMIDO) PENICILLANIC ACID. |
| ATA308979A (en) * | 1979-04-25 | 1982-01-15 | Biochemie Gmbh | METHOD FOR PRODUCING (D) -PHENYLGLYCYLCHLORIDE HYDROCHLORYD DERIVATIVES |
| JPS6128429A (en) * | 1983-10-21 | 1986-02-08 | Kazuo Ogata | Split type homogenization apparatus of homogenizer |
| IT1186778B (en) * | 1985-10-15 | 1987-12-16 | Lark Spa | CEFATRIZINA GLYCEROL SOLVATED CRYSTALLINE AND PROCEDURE FOR ITS PREPARATION |
| JPH01152718U (en) * | 1988-04-13 | 1989-10-20 | ||
| CN103772414B (en) * | 2013-12-31 | 2016-03-09 | 福建省福抗药业股份有限公司 | A kind of preparation method preparing cefatrizine propylene glycol |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1159449B (en) * | 1961-03-22 | 1963-12-19 | Gruenenthal Chemie | Process for the preparation of 6-acylaminopenicillanic acids and their salts |
| IL38099A (en) * | 1970-12-17 | 1976-01-30 | Smith Kline French Lab | 3-heterocyclyl thiomethylcephalosporins |
| IE36346B1 (en) * | 1971-05-11 | 1976-10-13 | R & L Molecular Research Ltd | Antibacterial agents and a process for the preparation thereof |
| CA1076560A (en) * | 1972-06-14 | 1980-04-29 | Smith Kline And French Canada Ltd. | 3-heterocyclic thiomethylcephalosporins |
-
1973
- 1973-01-26 KR KR7302301A patent/KR780000197B1/en active
- 1973-12-20 BE BE139122A patent/BE808924A/en unknown
- 1973-12-20 ZA ZA739607A patent/ZA739607B/en unknown
- 1973-12-21 GB GB3961874A patent/GB1460915A/en not_active Expired
- 1973-12-21 GB GB2336876A patent/GB1460916A/en not_active Expired
- 1973-12-21 DD DD175628A patent/DD110664A5/xx unknown
- 1973-12-21 DD DD183918*A patent/DD116602A5/xx unknown
- 1973-12-21 ES ES421707A patent/ES421707A1/en not_active Expired
- 1973-12-21 GB GB5933273A patent/GB1460914A/en not_active Expired
- 1973-12-21 DE DE2364192A patent/DE2364192A1/en active Pending
- 1973-12-22 HU HUBI495A patent/HU169451B/hu unknown
- 1973-12-22 HU HUBI486A patent/HU167560B/hu unknown
- 1973-12-25 SU SU7301985257A patent/SU576948A3/en active
- 1973-12-25 IL IL50774A patent/IL50774A/en unknown
- 1973-12-25 IL IL43913A patent/IL43913A/en unknown
- 1973-12-26 OA OA55088A patent/OA04655A/en unknown
- 1973-12-26 BG BG025355A patent/BG21234A3/en unknown
- 1973-12-26 JP JP14419473A patent/JPS5652024B2/ja not_active Expired
- 1973-12-26 BG BG027705A patent/BG21601A3/en unknown
- 1973-12-26 FR FR7346352A patent/FR2211216B1/fr not_active Expired
- 1973-12-26 IN IN2808/CAL/73A patent/IN139259B/en unknown
- 1973-12-26 BG BG027704A patent/BG21233A3/en unknown
- 1973-12-26 AR AR251682A patent/AR203636A1/en active
- 1973-12-27 NL NL7317715A patent/NL7317715A/xx not_active Application Discontinuation
- 1973-12-27 AT AT1083073A patent/AT331397B/en not_active IP Right Cessation
- 1973-12-27 LU LU69080A patent/LU69080A1/xx unknown
- 1973-12-27 CH CH1818173A patent/CH602760A5/xx not_active IP Right Cessation
-
1974
- 1974-01-16 RO RO7477301A patent/RO66051A/en unknown
- 1974-07-17 JP JP49081222A patent/JPS5953277B2/en not_active Expired
- 1974-07-17 JP JP49081221A patent/JPS5912661B2/en not_active Expired
- 1974-07-17 JP JP49081220A patent/JPS5191282A/en active Pending
- 1974-10-10 NO NO743649A patent/NO142710C/en unknown
-
1975
- 1975-01-01 AR AR257702A patent/AR205561A1/en active
- 1975-01-01 AR AR257700A patent/AR205560A1/en active
- 1975-02-20 AR AR257701A patent/AR203896A1/en active
- 1975-07-01 FR FR7520631A patent/FR2267307B1/fr not_active Expired
- 1975-11-18 SE SE7512971A patent/SE7512971L/en unknown
- 1975-11-18 SE SE7512972A patent/SE404692B/en unknown
-
1976
- 1976-02-05 ES ES444926A patent/ES444926A1/en not_active Expired
- 1976-02-05 ES ES444927A patent/ES444927A1/en not_active Expired
- 1976-10-27 IL IL50774A patent/IL50774A0/en unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0018546A2 (en) * | 1979-04-25 | 1980-11-12 | BIOCHEMIE Gesellschaft m.b.H. | Process for the production of phenylglycyl chloride hydrochlorides |
| EP0018546A3 (en) * | 1979-04-25 | 1980-12-10 | Biochemie Gesellschaft M.B.H. | Process for the production of phenylglycyl-chloride hydrochlorides, certain compounds so obtained and starting materials; use in preparing penicillins or cephalosporins |
| EP0084611A1 (en) * | 1979-04-25 | 1983-08-03 | BIOCHEMIE Gesellschaft m.b.H. | Crystalline, solvate-free D-(-)-4-hydroxy-phenylglycyl-chloride hydrochloride |
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |