GB586175A - Production of sulphanilylguanidine - Google Patents

Production of sulphanilylguanidine

Info

Publication number
GB586175A
GB586175A GB16976/44A GB1697644A GB586175A GB 586175 A GB586175 A GB 586175A GB 16976/44 A GB16976/44 A GB 16976/44A GB 1697644 A GB1697644 A GB 1697644A GB 586175 A GB586175 A GB 586175A
Authority
GB
United Kingdom
Prior art keywords
guanidine
sulphanilamide
sodium
fusion
hydroxide
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
GB16976/44A
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.)
Monsanto Australia Ltd
Original Assignee
Monsanto Australia Ltd
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 Monsanto Australia Ltd filed Critical Monsanto Australia Ltd
Publication of GB586175A publication Critical patent/GB586175A/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
    • C07C311/50Compounds containing any of the groups, X being a hetero atom, Y being any atom
    • C07C311/52Y being a hetero atom
    • C07C311/64X and Y being nitrogen atoms, e.g. N-sulfonylguanidine

Landscapes

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

Abstract

p-Aminobenzenesulphonylguanidine (sulphaguanidine) is obtained by heating at a fusion temperature in the range of 150-200 DEG C., a mixture of p-aminobenzenesulphonamide or a metal salt thereof a guanidine salt of a strong inorganic acid and an inorganic alkaline agent stronger as a base at such temperature than is guanidine, until guanidine has been liberated from the guanidine salt by said alkaline agent and has fused with the p-aminobenzenesulphonamide to form p - aminobenzenesulphonyl - guanidine. Suitable inorganic alkaline agents are sodium or potassium hydroxide, the oxides, carbonates or bicarbonates of sodium or potassium, trisodium phosphate or sodium sulphide, and, when sulphaguanidine is produced by a fusion reaction wherein the metal radical of the inorganic alkaline agent reacts with the acid radical of the guanidine salt, calcium oxide or hydroxide, or barium oxide or hydroxide. Specified guanidine salts are guanidine hydrochloride, -nitrate, -thiocyanate or -sulphate. Reaction is effected preferably using approximately equimolecular proportions of sulphanilamide and guanidine hydrochloride, with caustic soda or sodium carbonate, and the period of heating may range from about 30 to 190 minutes. The fusion-mass is dissolved in water, unchanged sulphanilamide and sidereaction products being removed by adding caustic alkali to the liquor at about 60 DEG C. and the crude product crystallises out on cooling to room temperature. The product is recrystallised from hot water, using a decolorizing-agent, e.g. animal charcoal, and the resulting crystals may be dried at 110 DEG C. for about 3 hours to convert from the monohydrate to the anhydrous state. Examples given of the fusion of the following reaction-components to obtain sulphaguanidine: (1) sulphanilamide, guanidine hydrochloride and sodium carbonate; (2) sulphanilamide, guanidine nitrate and sodium hydroxide; (3) sodium sulphanilamide and guanidine hydrochloride; (4) calcium sulphanilamide and guanidine sulphate.
GB16976/44A 1943-08-09 1944-09-05 Production of sulphanilylguanidine Expired GB586175A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
AU586175X 1943-08-09

Publications (1)

Publication Number Publication Date
GB586175A true GB586175A (en) 1947-03-10

Family

ID=3743926

Family Applications (1)

Application Number Title Priority Date Filing Date
GB16976/44A Expired GB586175A (en) 1943-08-09 1944-09-05 Production of sulphanilylguanidine

Country Status (1)

Country Link
GB (1) GB586175A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103012224A (en) * 2012-12-30 2013-04-03 湖南尔康制药股份有限公司 Production process of medicinal sulphaguanidine

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103012224A (en) * 2012-12-30 2013-04-03 湖南尔康制药股份有限公司 Production process of medicinal sulphaguanidine
CN103012224B (en) * 2012-12-30 2013-12-04 湖南尔康制药股份有限公司 Production process of medicinal sulphaguanidine

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