GB542160A - A process for the preparation of sulphonamide devivatives - Google Patents

A process for the preparation of sulphonamide devivatives

Info

Publication number
GB542160A
GB542160A GB17072/40A GB1707240A GB542160A GB 542160 A GB542160 A GB 542160A GB 17072/40 A GB17072/40 A GB 17072/40A GB 1707240 A GB1707240 A GB 1707240A GB 542160 A GB542160 A GB 542160A
Authority
GB
United Kingdom
Prior art keywords
methylthiazole
amino
acetaminobenzenesulphonyl
aminothiazole
benzenesulphonylaminothiazole
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
GB17072/40A
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.)
Chinoin Private Co Ltd
Original Assignee
Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt
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 Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt filed Critical Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt
Publication of GB542160A publication Critical patent/GB542160A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/72—Nitrogen atoms
    • C07D213/76—Nitrogen atoms to which a second hetero atom is attached
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C07D277/38—Nitrogen atoms
    • C07D277/50—Nitrogen atoms bound to hetero atoms
    • C07D277/52—Nitrogen atoms bound to hetero atoms to sulfur atoms, e.g. sulfonamides

Landscapes

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

Abstract

542,160. Sulphonamido compounds. CHINOIN GYOGYSZER ES VEGYESZETI TERMEKEK GYARA R. T. (Dr. Kereszty and Dr. Wolf). Nov. 29, 1940, No. 17072. Convention date, Oct. 12, 1939. [Class 2 (iii)] Sulphonamido compounds are prepared by interaction, in the presence of a tertiary base containing the pyridine nucleus, of a 2-aminothiazole or α-aminopyridine with 2-aminothiazoles which contain arylsulphonyl groups in both 2- and 3-positions. Intramolecular rearrangement takes place with the migration of the arylsulphonyl group in 3-position to the amino group of the aminothiazole or aminopyridine. The di(arylsulphonyl)-2-aminothiazoles used as starting materials may be regarded as derived from thiazolone-2-imide, which is the tautomeric form of 2-aminothiazole, and are prepared by the processes of Specifications 32419/39 (as open to inspection under Sect. 91), and 620,744. According to the examples, (1) interaction of 3-(p-acetaminobenzenesulphonyl) - thiazolone - 2 - benzenesulphimide with 2-amino-4-methylthiazole produces 2-benzenesulphonylaminothiazole and 2- (p - acetaminobenzenesulphonylamino) - 4 - methylthiazole, which latter is hydrolysed to split off the acetyl group ; if 2-aminothiazole is used in place of 2-amino-4-methylthiazole, 2 - benzenesulphonylaminothiazole and 2 - p - aminobenzenesulphonylaminothiazole are obtained ; (2) interaction of 3- (p - acetaminobenzenesulphonyl) - thiazolone - 2-benzenesulphimide with α-aminopyridine gives rise to 2-benzenesulphonylaminothiazole and 2 - p - acetaminobenzenesulphonylpyridine from which the p-amino body is obtained by hydrolysis; (3-5) di-(p-acetaminobenzenesulphonyl) - 2 - amino - 4 - methylthiazole is re-acted with 2-amino-4-methylthiazole to give 2 - p - acetaminobenzenesulphonylamino - 4 - methylthiazole ; the acetamino group in the starting material may be replaced by the nitro group or may be absent altogether. In each of the examples, the re-actants are heated together for some hours with pyridine on a water bath. 3 - (p - Acetaminobenzenesulphonyl) - thiazolone-2-benzenesulphimide is prepared by first forming 2-benzenesulphonylaminothiazole by interaction of 2-aminothiazole with benzenesulphonyl chloride and then treating it with 2-p-acetaminobenzenesulphonyl chloride in presence of caustic soda solution and acetone.
GB17072/40A 1939-10-12 1940-11-29 A process for the preparation of sulphonamide devivatives Expired GB542160A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HU542160X 1939-10-12

Publications (1)

Publication Number Publication Date
GB542160A true GB542160A (en) 1941-12-29

Family

ID=10979565

Family Applications (1)

Application Number Title Priority Date Filing Date
GB17072/40A Expired GB542160A (en) 1939-10-12 1940-11-29 A process for the preparation of sulphonamide devivatives

Country Status (1)

Country Link
GB (1) GB542160A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2592860A (en) * 1946-06-29 1952-04-15 Squibb & Sons Inc Process for preparing sulfathiazole
US2592859A (en) * 1946-06-29 1952-04-15 Squibb & Sons Inc Sulfathiazole preparation

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2592860A (en) * 1946-06-29 1952-04-15 Squibb & Sons Inc Process for preparing sulfathiazole
US2592859A (en) * 1946-06-29 1952-04-15 Squibb & Sons Inc Sulfathiazole preparation

Similar Documents

Publication Publication Date Title
GB542160A (en) A process for the preparation of sulphonamide devivatives
CH270814A (en) Method of applying seals to lids for containers.
FR946450A (en) Process for the production of cyanine dyes
FR659734A (en) Process for the production of strongly basic azo dyes
GB544215A (en) A process for preparing mono-aminobenzenesulphamidothiazole derivatives
GB841351A (en) Improvements in or relating to the production of isoprene
FR828239A (en) Process for the production of azo dyes and resulting products
FR1029638A (en) Process for the production of vat dyes of the phthalocyanine series
FR556773A (en) Process for the preparation of new coloring matters and intermediates for this preparation
GB282947A (en) Method of preparing mercaptothiazoles
FR583703A (en) Process for the production of triphenylmethane dyes and resulting products
AU221721A (en) Process forthe production of negative material for color cinema-photography
FR843688A (en) Process for making stable suspensions of graphite or other finely divided products
FR835309A (en) Process for the production of azo dyes
AU557527A (en) Process forthe production of sodium sulphide
AU1280719B (en) A new or improved process for the production of dyes and inks
GB548314A (en) Process of preparing sulphanilamide derivatives
AU2064434A (en) Process forthe production of valuable liquid products from solid carbonaceous materials
FR49776E (en) Process for the production of azo dyes
FR49773E (en) Process for the production of azo dyes
AT164789B (en) Process for the preparation of sulfonyl derivatives of the thiazole series
AU100967B2 (en) Process forthe production of valuable hydrocarbon products by treatment with hydrogenating gases of distillable carbonaceous materials
AU430213B2 (en) Process for the production of new imidazolinenone derivatives
GB567419A (en) Improvements in and relating to the manufacture of thiazole derivatives
AU150755B2 (en) Process forthe preparation of benzine sulphonamides which are derivatives of aminosalicylic acids