GB877056A - Preparation of sulphonamides - Google Patents

Preparation of sulphonamides

Info

Publication number
GB877056A
GB877056A GB18560/58A GB1856058A GB877056A GB 877056 A GB877056 A GB 877056A GB 18560/58 A GB18560/58 A GB 18560/58A GB 1856058 A GB1856058 A GB 1856058A GB 877056 A GB877056 A GB 877056A
Authority
GB
United Kingdom
Prior art keywords
phosphorus
chloride
chlorinating agent
reaction
sulphur
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
GB18560/58A
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB877056A publication Critical patent/GB877056A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00Amides 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
    • C07C311/30Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/37Sulfonamides, 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)

Abstract

Disulphamoyl aniline compounds of the general formula <FORM:0877056/IV (b)/1> in which R1 is halogen (e.g. Br, Cl, F) C1-C5 alkyl or alkoxy or nitro or amino and R2 is hydrogen or a C1-C5 alkyl group are made by chlorosulphonating an aniline compound of the formula <FORM:0877056/IV (b)/2> wherein R3 may be hydrogen or a C1-C6 alkanoyl group, by reacting with chlorosulphonic acid, heating the reaction mixture in the presence of a chlorinating agent containing phosphorus or sulphur, e.g. thionyl chloride, sulphonyl chloride, phosphorus trichloride or phosphorus pentachloride and treating the resulting disulphonyl chloride with ammonia. Preferably, the initial reaction with chlorosulphonic acid is carried out at 125-130 DEG C., the reaction mixture is then cooled, at least two moles of the phosphorus- or sulphur - containing chlorinating agent are added and the reaction is continued by heating below the boiling point of the chlorinating agent, quenching with water and treating the separated disulphonyl chloride with at least 4 equivalents of ammonia in a solvent such as water, methanol, benzene, isopropanol or t-butanol. Specifications 826,922 and 826,924 are referred to.
GB18560/58A 1957-06-17 1958-06-10 Preparation of sulphonamides Expired GB877056A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US877056XA 1957-06-17 1957-06-17

Publications (1)

Publication Number Publication Date
GB877056A true GB877056A (en) 1961-09-13

Family

ID=22206779

Family Applications (1)

Application Number Title Priority Date Filing Date
GB18560/58A Expired GB877056A (en) 1957-06-17 1958-06-10 Preparation of sulphonamides

Country Status (1)

Country Link
GB (1) GB877056A (en)

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