GB2122988B - Process for producing 2-(2-aminothiazol-4-yl) glyoxylic acid derivative; intermediates - Google Patents

Process for producing 2-(2-aminothiazol-4-yl) glyoxylic acid derivative; intermediates

Info

Publication number
GB2122988B
GB2122988B GB08315700A GB8315700A GB2122988B GB 2122988 B GB2122988 B GB 2122988B GB 08315700 A GB08315700 A GB 08315700A GB 8315700 A GB8315700 A GB 8315700A GB 2122988 B GB2122988 B GB 2122988B
Authority
GB
United Kingdom
Prior art keywords
aminothiazol
intermediates
producing
acid derivative
glyoxylic acid
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
Application number
GB08315700A
Other languages
English (en)
Other versions
GB2122988A (en
GB8315700D0 (en
Inventor
Hiroshi Sadaki
Hiroyuki Imaizumi
Kenji Takeda
Takihiro Inaba
Ryuko Takeno
Seishi Morita
Tetsuya Kajita
Isamu Saikawa
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Toyama Chemical Co Ltd
Original Assignee
Toyama Chemical Co Ltd
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.)
Filing date
Publication date
Priority claimed from JP57103108A external-priority patent/JPS58222048A/ja
Priority claimed from JP57103109A external-priority patent/JPS58222076A/ja
Priority claimed from JP58078201A external-priority patent/JPS59204179A/ja
Application filed by Toyama Chemical Co Ltd filed Critical Toyama Chemical Co Ltd
Publication of GB8315700D0 publication Critical patent/GB8315700D0/en
Publication of GB2122988A publication Critical patent/GB2122988A/en
Application granted granted Critical
Publication of GB2122988B publication Critical patent/GB2122988B/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/28—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/79—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
    • C07C45/82—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/16—Saturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/40—Unsubstituted amino or imino radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/44—Acylated amino or imino radicals
    • C07D277/46—Acylated amino or imino radicals by carboxylic acids, or sulfur or nitrogen analogues thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/44—Acylated amino or imino radicals
    • C07D277/48—Acylated amino or imino radicals by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof, e.g. carbonylguanidines
    • 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)
  • Chemical Kinetics & Catalysis (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Cephalosporin Compounds (AREA)
GB08315700A 1982-06-17 1983-06-08 Process for producing 2-(2-aminothiazol-4-yl) glyoxylic acid derivative; intermediates Expired GB2122988B (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP57103108A JPS58222048A (ja) 1982-06-17 1982-06-17 1―ブロモ―4―クロロブタン―2,3―ジオン
JP57103109A JPS58222076A (ja) 1982-06-17 1982-06-17 2−アミノチアゾ−ル誘導体
JP58078201A JPS59204179A (ja) 1983-05-06 1983-05-06 2―(2―アミノチアゾール―4―イル)グリオキシル酸誘導体またはその塩の製造法

Publications (3)

Publication Number Publication Date
GB8315700D0 GB8315700D0 (en) 1983-07-13
GB2122988A GB2122988A (en) 1984-01-25
GB2122988B true GB2122988B (en) 1986-06-11

Family

ID=27302641

Family Applications (2)

Application Number Title Priority Date Filing Date
GB08315700A Expired GB2122988B (en) 1982-06-17 1983-06-08 Process for producing 2-(2-aminothiazol-4-yl) glyoxylic acid derivative; intermediates
GB08518464A Expired GB2167410B (en) 1982-06-17 1985-07-22 Dihalobutanones

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB08518464A Expired GB2167410B (en) 1982-06-17 1985-07-22 Dihalobutanones

Country Status (21)

Country Link
US (2) US4563534A (cg-RX-API-DMAC10.html)
KR (1) KR860001027B1 (cg-RX-API-DMAC10.html)
AT (1) AT380877B (cg-RX-API-DMAC10.html)
AU (1) AU542287B2 (cg-RX-API-DMAC10.html)
BE (1) BE897063A (cg-RX-API-DMAC10.html)
CA (1) CA1191512A (cg-RX-API-DMAC10.html)
DE (2) DE3321127A1 (cg-RX-API-DMAC10.html)
DK (3) DK161073C (cg-RX-API-DMAC10.html)
ES (3) ES8502697A1 (cg-RX-API-DMAC10.html)
FI (1) FI85470C (cg-RX-API-DMAC10.html)
FR (3) FR2528839B1 (cg-RX-API-DMAC10.html)
GB (2) GB2122988B (cg-RX-API-DMAC10.html)
IL (1) IL68931A0 (cg-RX-API-DMAC10.html)
IT (1) IT1171839B (cg-RX-API-DMAC10.html)
MX (1) MX156981A (cg-RX-API-DMAC10.html)
NL (1) NL8302151A (cg-RX-API-DMAC10.html)
NO (1) NO161114C (cg-RX-API-DMAC10.html)
NZ (1) NZ204609A (cg-RX-API-DMAC10.html)
PH (3) PH18261A (cg-RX-API-DMAC10.html)
PT (1) PT76880B (cg-RX-API-DMAC10.html)
SE (3) SE452981B (cg-RX-API-DMAC10.html)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU542287B2 (en) * 1982-06-17 1985-02-14 Toyama Chemical Co. Ltd. Process for producing 2-(2-aminothiazol-4-yl) glyoxylic acid derivative, it:s salt and intermediates therefor
AU567990B2 (en) * 1982-06-17 1987-12-10 Toyama Chemical Co. Ltd. Halogenated vicinal diketones
DE3412293A1 (de) * 1984-04-03 1985-10-03 Basf Ag, 6700 Ludwigshafen Thiazolderivate
US5484928A (en) * 1984-04-10 1996-01-16 Biochemie Gesellschaft M.B.H. 2-(2-aminothiazol-4-yl)-2-oxoacetic acid derivatives
EP0407651A3 (en) * 1989-07-10 1991-08-07 J. Uriach & Cia. S.A. Use of 1,3-diisobutyl-8-methylxanthine as a bronchodilator and antiallergy agent
EP3405011B1 (en) * 2017-05-16 2025-09-10 Fedrigoni S.P.A. Paper-in-resin electronics - process for producing it

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2821555A (en) * 1957-01-07 1958-01-28 Dow Chemical Co 1-bromo-2, 3-butanedione and its 3-oxime derivative
US4191762A (en) * 1974-03-14 1980-03-04 Fujisawa Pharmaceutical Co., Ltd. 2-Lower alkyl-7-substituted amino-2 or 3-cephem-4-carboxylic acid compounds
DE2710902A1 (de) * 1977-03-12 1978-09-21 Hoechst Ag Cephemderivate und verfahren zu ihrer herstellung
US4390534A (en) * 1978-12-29 1983-06-28 Fujisawa Pharmaceutical Co., Ltd. Cephem and cepham compounds
US4308391A (en) * 1979-10-01 1981-12-29 Monsanto Company 2-Amino-4-substituted-thiazolecarboxylic acids and their derivatives
NL8100539A (nl) * 1980-02-12 1981-09-01 Rhone Poulenc Ind Nieuwe thiolesters, de bereiding daarvan en hun gebruik bij syntheses.
CH642957A5 (de) * 1980-02-18 1984-05-15 Lonza Ag Verfahren zur herstellung von (2-aminothiazol-4-yl)-essigsaeure-hydrochlorid.
US4374843A (en) * 1980-10-14 1983-02-22 Pfizer Inc. 2-Guanidino-4-heteroarylthiazoles
AU542287B2 (en) 1982-06-17 1985-02-14 Toyama Chemical Co. Ltd. Process for producing 2-(2-aminothiazol-4-yl) glyoxylic acid derivative, it:s salt and intermediates therefor

Also Published As

Publication number Publication date
PH18261A (en) 1985-05-14
DE3321127C2 (cg-RX-API-DMAC10.html) 1988-06-01
DK229090A (da) 1990-09-21
SE8303465D0 (sv) 1983-06-16
NL8302151A (nl) 1984-01-16
DK163816C (da) 1992-09-21
GB8518464D0 (en) 1985-08-29
CA1191512A (en) 1985-08-06
FR2528839B1 (fr) 1987-01-02
PH20516A (en) 1987-01-26
ATA219783A (de) 1985-12-15
SE8701192D0 (sv) 1987-03-23
FI85470C (fi) 1992-04-27
IT8348504A0 (it) 1983-06-15
DE3321127A1 (de) 1983-12-22
DK229190A (da) 1990-09-21
FI832152L (fi) 1983-12-18
GB2122988A (en) 1984-01-25
DK278883A (da) 1983-12-18
ES530213A0 (es) 1985-07-16
BE897063A (fr) 1983-12-16
IT1171839B (it) 1987-06-10
FI832152A0 (fi) 1983-06-14
DK229090D0 (da) 1990-09-21
AU1550083A (en) 1983-12-22
DK278883D0 (da) 1983-06-16
NO832178L (no) 1983-12-19
AT380877B (de) 1986-07-25
NO161114B (no) 1989-03-28
MX156981A (es) 1988-10-18
GB8315700D0 (en) 1983-07-13
SE8701193L (sv) 1987-03-23
SE8303465L (sv) 1983-12-18
PT76880B (en) 1986-01-27
FI85470B (fi) 1992-01-15
FR2528839A1 (fr) 1983-12-23
ES523348A0 (es) 1985-01-16
DK229190D0 (da) 1990-09-21
FR2540873B1 (fr) 1987-01-02
NO161114C (no) 1989-07-05
FR2540860A1 (fr) 1984-08-17
AU542287B2 (en) 1985-02-14
ES530212A0 (es) 1985-09-01
US4563534A (en) 1986-01-07
SE8701193D0 (sv) 1987-03-23
GB2167410A (en) 1986-05-29
DK163582C (da) 1992-08-10
IL68931A0 (en) 1983-10-31
DK161073B (da) 1991-05-27
SE8701192L (sv) 1987-03-23
FR2540860B1 (fr) 1988-03-25
DK163816B (da) 1992-04-06
ES8507522A1 (es) 1985-09-01
PT76880A (en) 1983-07-01
PH19985A (en) 1986-08-28
IT8348504A1 (it) 1984-12-15
US4667040A (en) 1987-05-19
DE3348173C2 (cg-RX-API-DMAC10.html) 1989-10-05
GB2167410B (en) 1986-11-05
KR860001027B1 (ko) 1986-07-28
DK163582B (da) 1992-03-16
DK161073C (da) 1991-11-18
ES8502697A1 (es) 1985-01-16
SE452981B (sv) 1988-01-04
NZ204609A (en) 1985-12-13
KR840005117A (ko) 1984-11-03
ES8506572A1 (es) 1985-07-16
FR2540873A1 (fr) 1984-08-17

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee

Effective date: 19960608