GB1083127A - Improvements in or relating to thieno-benzothiapyran derivatives - Google Patents

Improvements in or relating to thieno-benzothiapyran derivatives

Info

Publication number
GB1083127A
GB1083127A GB16324/67A GB1632467A GB1083127A GB 1083127 A GB1083127 A GB 1083127A GB 16324/67 A GB16324/67 A GB 16324/67A GB 1632467 A GB1632467 A GB 1632467A GB 1083127 A GB1083127 A GB 1083127A
Authority
GB
United Kingdom
Prior art keywords
thieno
benzothiapyran
bromo
reacting
prepared
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
GB16324/67A
Inventor
Jany Renz
Jean-Pierre Bourquin
Leo Ruesch
Gustav Schwarb
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.)
Sandoz AG
Original Assignee
Sandoz AG
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 CH1233563A external-priority patent/CH433386A/en
Application filed by Sandoz AG filed Critical Sandoz AG
Publication of GB1083127A publication Critical patent/GB1083127A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/30—Hetero atoms other than halogen
    • C07D333/34—Sulfur atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

Novel thieno-benzothiapyran derivatives of the formula <FORM:1083127/C2/1> in which R1 signifies a halogen atom, an alkoxy or alkylmercapto radical, each of from 1 to 4 carbon atoms, and R2 signifies an alkyl radical of from 1 to 4 carbon atoms, are prepared by reacting the appropriate 4-oxo-thieno-benzo-thiapyrans with organic magnesium halides of 1-C1-4 alkyl-4-halogeno-piperidines. The 4-oxo-thieno-benzothiapyran may be prepared by reacting an alkali-metal salt of a 2-bromobenzoic acid with an alkali-metal salt of 2-mercapto-thiophene, acidifying, and subjecting the resulting S-(2-thienyl)-thiosalicylic acid to an intramolecular ring closure. 2 - Bromo - 4 - methylmercapto - benzoic acid used as a starting material is prepared by reacting the diazo compound of 2-bromo-4-amino-benzoic acid with potassium ethyl xanthogenate, hydrolysing the product and methylating the 2-bromo-4-mercapto-benzoic acid produced with dimethyl sulphate.
GB16324/67A 1963-10-08 1964-10-05 Improvements in or relating to thieno-benzothiapyran derivatives Expired GB1083127A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1233563A CH433386A (en) 1963-10-08 1963-10-08 Process for the preparation of new heterocyclic compounds
CH988764 1964-07-29

Publications (1)

Publication Number Publication Date
GB1083127A true GB1083127A (en) 1967-09-13

Family

ID=25705467

Family Applications (2)

Application Number Title Priority Date Filing Date
GB16324/67A Expired GB1083127A (en) 1963-10-08 1964-10-05 Improvements in or relating to thieno-benzothiapyran derivatives
GB40477/64A Expired GB1083126A (en) 1963-10-08 1964-10-05 Improvements in or relating to thieno-benzothiapyran derivatives

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB40477/64A Expired GB1083126A (en) 1963-10-08 1964-10-05 Improvements in or relating to thieno-benzothiapyran derivatives

Country Status (6)

Country Link
AT (2) AT244340B (en)
BE (1) BE654101A (en)
ES (2) ES304702A1 (en)
GB (2) GB1083127A (en)
NL (2) NL6411477A (en)
OA (1) OA01256A (en)

Also Published As

Publication number Publication date
GB1083126A (en) 1967-09-13
ES304702A1 (en) 1965-04-01
NL6411476A (en) 1965-04-09
ES304703A1 (en) 1965-04-01
AT244340B (en) 1965-12-27
AT247322B (en) 1966-06-10
NL6411477A (en) 1965-04-09
OA01256A (en) 1969-01-25
BE654101A (en)

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