GB1380507A - Process for the preparation of 2,4-diaryl thiazoline and thiazole derivatives - Google Patents

Process for the preparation of 2,4-diaryl thiazoline and thiazole derivatives

Info

Publication number
GB1380507A
GB1380507A GB3249872A GB3249872A GB1380507A GB 1380507 A GB1380507 A GB 1380507A GB 3249872 A GB3249872 A GB 3249872A GB 3249872 A GB3249872 A GB 3249872A GB 1380507 A GB1380507 A GB 1380507A
Authority
GB
United Kingdom
Prior art keywords
compounds
prepared
compound
formula
thiazoline
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
GB3249872A
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.)
PRODOTTI BIOLOG BRAGLIA SpA LA
Original Assignee
PRODOTTI BIOLOG BRAGLIA SpA LA
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
Application filed by PRODOTTI BIOLOG BRAGLIA SpA LA filed Critical PRODOTTI BIOLOG BRAGLIA SpA LA
Publication of GB1380507A publication Critical patent/GB1380507A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/08Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D277/12Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D277/14Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20Heterocyclic 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
    • C07D277/22Heterocyclic 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
    • C07D277/30Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1380507 2,4-Diaryl-thiazolines and thiazoles LABORATORIO PRODOTTI BIOLOGICI BRAGLIA SpA 12 July 1972 [20 July 1971] 32498/72 Heading C2C Compounds of general Formula I in which R 1 and R 2 may be the same or different and are phenyl, naphthyl or heterocyclic groups optionally substituted by alkyl, halogen, hydroxyl, nitro or trifluoromethyl, and R 3 is a radical formed from a C 2-6 aliphatic carboxylic acid or a salt nitrile or ester thereof, are prepared by reaction of a compound (6) of formula R 2 -CO-CH(SH)-R 3 with a nitrile R 1 -CN. Compound (6) is prepared by reaction of an α- halogenoketone, R 2 -CO-H(Hal)-R 3 , with an equimolecular amount of sodium or potassium thioacetate in a polar solvent to form a compound (7) of formula which is treated with aqueous alkali. Dehydration of compounds I by heat or acid catalysis produces compounds II 2 - [4 - p - Chlorophenyl - 4 - hydroxy - 2- phenyl - thiazoline - 5 - yl] - acetic acid, its methyl ester and the corresponding thiazole compounds are prepared. Reference has been directed by the Comptroller to Specification 1,262,292.
GB3249872A 1971-07-20 1972-07-12 Process for the preparation of 2,4-diaryl thiazoline and thiazole derivatives Expired GB1380507A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7126472A FR2146575A5 (en) 1971-07-20 1971-07-20

Publications (1)

Publication Number Publication Date
GB1380507A true GB1380507A (en) 1975-01-15

Family

ID=9080597

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3249872A Expired GB1380507A (en) 1971-07-20 1972-07-12 Process for the preparation of 2,4-diaryl thiazoline and thiazole derivatives

Country Status (5)

Country Link
JP (1) JPS5026544B1 (en)
CH (1) CH562816A5 (en)
DE (1) DE2234675A1 (en)
FR (1) FR2146575A5 (en)
GB (1) GB1380507A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002083111A2 (en) * 2001-04-16 2002-10-24 Tanabe Seiyaku Co., Ltd. Imidazole, thiazole and oxazole derivatives and their use for the manufacture of a medicament for the treatment and/or prevention of pollakiuria or urinary incontinence

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GR74148B (en) * 1980-04-03 1984-06-06 Wyeth John & Brother Ltd
JPS6187783U (en) * 1984-11-16 1986-06-09

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002083111A2 (en) * 2001-04-16 2002-10-24 Tanabe Seiyaku Co., Ltd. Imidazole, thiazole and oxazole derivatives and their use for the manufacture of a medicament for the treatment and/or prevention of pollakiuria or urinary incontinence
WO2002083111A3 (en) * 2001-04-16 2004-04-15 Tanabe Seiyaku Co Imidazole, thiazole and oxazole derivatives and their use for the manufacture of a medicament for the treatment and/or prevention of pollakiuria or urinary incontinence
US7759373B2 (en) 2001-04-16 2010-07-20 Mitsubishi Tanabe Pharma Corporation Large conductance calcium-activated K channel opener

Also Published As

Publication number Publication date
DE2234675A1 (en) 1973-02-01
CH562816A5 (en) 1975-06-13
FR2146575A5 (en) 1973-03-02
JPS5026544B1 (en) 1975-09-01

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Legal Events

Date Code Title Description
414F Notice of opposition given (sect. 14/1949)
414B Case decided by the comptroller ** grants allowed (sect. 14/1949)
49R Reference inserted (sect. 9/1949)
PS Patent sealed
SP Amendment (slips) printed
PCNP Patent ceased through non-payment of renewal fee