GB773403A - Improvements in or relating to the production of phenthiazine derivatives - Google Patents

Improvements in or relating to the production of phenthiazine derivatives

Info

Publication number
GB773403A
GB773403A GB25384/53A GB2538453A GB773403A GB 773403 A GB773403 A GB 773403A GB 25384/53 A GB25384/53 A GB 25384/53A GB 2538453 A GB2538453 A GB 2538453A GB 773403 A GB773403 A GB 773403A
Authority
GB
United Kingdom
Prior art keywords
group
phenthiazinyl
aliphatic
carbon atoms
propiondimethylamide
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
GB25384/53A
Inventor
Paul Gailliot
Jean Robert
Jacques Gaudechon
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.)
Rhone Poulenc SA
Original Assignee
Rhone Poulenc SA
Societe des Usines Chimiques Rhone Poulenc SA
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 Rhone Poulenc SA, Societe des Usines Chimiques Rhone Poulenc SA filed Critical Rhone Poulenc SA
Priority to GB25384/53A priority Critical patent/GB773403A/en
Publication of GB773403A publication Critical patent/GB773403A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/04—Ortho-condensed systems

Landscapes

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

Abstract

10-Aminoalkylphenthiazines of the formula <FORM:0773403/IV(b)/1> (wherein A represents an alkylene group of not more than 3 carbon atoms, Z represents a secondary or tertiary amino group derived from an aliphatic, cyclo-aliphatic, araliphatic, aromatic or heterocyclic amine, and X and Y are the same or different and consist of hydrogen or halogen atoms or alkyl or alkoxy groups containing up to 4 carbon atoms) are produced by reducing N-carbonamidophenthiazines of the formula <FORM:0773403/IV(b)/2> (where X and Y are as above defined, and Q is the grouping resulting from the replacement in the side-chain -A.Z of a methylene group by a carbonyl group in one of the positions alpha to the nitrogen atom of the group Z). Any reducing agent normally used for the reduction of >CO to >CH2 may be employed, particularly lithium aluminium hydride. Preferred starting materials are those in which Q represents A1-CO-Z or A-NH-CO-R1 (A1 is a direct linkage or an alkylene group of not more than 2 carbon atoms, Z and A are defined above, and R1 is hydrogen or an aliphatic, aromatic or araliphatic group). Substituents in the amino group Z include methyl, ethyl, propyl, butyl, cyclohexyl, benzyl and phenyl, or Z may be piperidyl or pyrrolidyl. In examples, the following compounds are reduced by means of lithium aluminium hydride: (1) (phenthiazinyl-10) - acetylmethylamine; (2) 3 - (31 - chloro - phenthiazinyl - 101) - propionylmethylamine; (3) 10 - (21 - formamidoethyl) - phenthiazine; (4) a -(phenthiazinyl - 10) - propiondimethylamide; (5) b - (phenthiazinyl - 10) - propiondimethylamide. The hydrochlorides of some of the products are described. Specifications 716,206, 716,207, 716,227, 716,230, 724,217, 731,966, 732,488, 743,932 and 745,069 are referred to.
GB25384/53A 1953-09-14 1953-09-14 Improvements in or relating to the production of phenthiazine derivatives Expired GB773403A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB25384/53A GB773403A (en) 1953-09-14 1953-09-14 Improvements in or relating to the production of phenthiazine derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB25384/53A GB773403A (en) 1953-09-14 1953-09-14 Improvements in or relating to the production of phenthiazine derivatives

Publications (1)

Publication Number Publication Date
GB773403A true GB773403A (en) 1957-04-24

Family

ID=10226801

Family Applications (1)

Application Number Title Priority Date Filing Date
GB25384/53A Expired GB773403A (en) 1953-09-14 1953-09-14 Improvements in or relating to the production of phenthiazine derivatives

Country Status (1)

Country Link
GB (1) GB773403A (en)

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