GB952343A - Substituted orthanilic amides and methods for the production thereof - Google Patents

Substituted orthanilic amides and methods for the production thereof

Info

Publication number
GB952343A
GB952343A GB2412660A GB2412660A GB952343A GB 952343 A GB952343 A GB 952343A GB 2412660 A GB2412660 A GB 2412660A GB 2412660 A GB2412660 A GB 2412660A GB 952343 A GB952343 A GB 952343A
Authority
GB
United Kingdom
Prior art keywords
chlorine
hydrogen
formula
amidized
fluorine
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
GB2412660A
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.)
Ferrosan ApS
Original Assignee
Ferrosan ApS
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 DK249059A external-priority patent/DK96462C/en
Priority claimed from DK249159A external-priority patent/DK93899C/en
Application filed by Ferrosan ApS filed Critical Ferrosan ApS
Publication of GB952343A publication Critical patent/GB952343A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises substituted orthanilamides of the formula: <FORM:0952343/C2/1> (wherein A is hydrogen, when one or two of B, X and Y are chlorine or fluorine and the remainder are hydrogen, or B is iodine and X and Y are hydrogen; or wherein A is chlorine, when B, X and Y are all hydrogen or one of them is chlorine or fluorine and the other two hydrogen) and acid-addition salts thereof; the preparation of the compounds of the formula: <FORM:0952343/C2/2> (wherein B is chlorine or fluorine and X is hydrogen, chlorine or fluorine) by sulphonation or chlorosulphonation of the corresponding 2-unsubstituted-halo-anilines and their amidification of the resulting sulphonate or chlorosulphonate; the preparation of 5-iodo-orthanilamide by iodination of orthanilamide with iodine or an iodinating agent; and the preparation of all the compounds of the first general formula above except the 5-iodo compound, wherein a nitrobenzene of the formula: <FORM:0952343/C2/3> (wherein A, B and X have the above-defined values except that B is not iodine) is, when D is NH2, diazotized, the diazo compound reacted with SO2 and the resulting sulphochlorides amidized; or is, when D is a disulphide group of the formula <FORM:0952343/C2/4> chlorinated and the resulting sulphochloride amidized; or is, when D is -SO3H or -SO2 Cl, amidized, or is, when D is halogen, reacted with a disulphide to produce a disulphide compound as indicated above which is then treated with chlorine and amidized; to produce a nitrosulphonamide of the formula: <FORM:0952343/C2/5> and this is reduced. Examples are given. The compounds of the invention, which are stated to be anticonvulsives, sedatives and hypnoteis, may be made up into pharmaceutical compositions with suitable carriers.
GB2412660A 1959-07-11 1960-07-11 Substituted orthanilic amides and methods for the production thereof Expired GB952343A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DK249059A DK96462C (en) 1959-07-11 1959-07-11 Process for the preparation of halogen-substituted orthanilic acid amides.
DK249159A DK93899C (en) 1959-07-11 1959-07-11 Process for the preparation of halogen-substituted orthanilic acid amides.

Publications (1)

Publication Number Publication Date
GB952343A true GB952343A (en) 1964-03-18

Family

ID=26066564

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2412660A Expired GB952343A (en) 1959-07-11 1960-07-11 Substituted orthanilic amides and methods for the production thereof

Country Status (2)

Country Link
BE (1) BE592839A (en)
GB (1) GB952343A (en)

Also Published As

Publication number Publication date
BE592839A (en) 1960-10-31

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