GB601624A - Improvements in or relating to processes of producing a dicarboxylic acid derivativeof a sulphathiazole - Google Patents

Improvements in or relating to processes of producing a dicarboxylic acid derivativeof a sulphathiazole

Info

Publication number
GB601624A
GB601624A GB22342/45A GB2234245A GB601624A GB 601624 A GB601624 A GB 601624A GB 22342/45 A GB22342/45 A GB 22342/45A GB 2234245 A GB2234245 A GB 2234245A GB 601624 A GB601624 A GB 601624A
Authority
GB
United Kingdom
Prior art keywords
sulphathiazole
ketone
water
acetone
product
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
GB22342/45A
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 Chemicals Ltd
Monsanto Chemical Co
Original Assignee
Monsanto Chemicals Ltd
Monsanto Chemical Co
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 Chemicals Ltd, Monsanto Chemical Co filed Critical Monsanto Chemicals Ltd
Publication of GB601624A publication Critical patent/GB601624A/en
Expired legal-status Critical Current

Links

Classifications

    • 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)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

2 - (N4 - Carboxyacylamino - benzenesulphon - amido) thiazoles are prepared by reacting maleic or succinic or phthalic anhydride with sulphathiazole, or 4-alkyl-sulphathiazole or 2-sulphanilamido-4-5-6-7-tetrahydrobenzothiazole in the presence of a ketone or a mixture of ketones as a solvent. It is preferred that the reaction should take place at a temperature below 60 DEG C., and also that the ketone acid is one which is liquid at 30 DEG C. Ketones mentioned as suitable include acetone, methyl ethyl ketone, methyl propyl ketone, methyl isopropyl ketone, other isomeric pentanones, and the isomeric hexanones and heptanones. Before isolating the reaction product it is preferred to add a small amount of water. In the case of the succinyl derivative, this results in the product being obtained in the form of the monohydrate. In examples: (1) equimolecular amounts of sulphathiazole and succinic anhydride are refluxed in acetone, after which water is added and the acetone distilled off. The product is N4-succinyl-sulphathiazole monohydrate; (2) as in example (1) but omitting the addition of water; (3) equimolecular amounts of sulphathiazole and phthalic anhydride are refluxed and water added as in example (1) to form anhydrous N4-phthalylsulphathiazole. This is purified with charcoal in aqueous alkaline solution.
GB22342/45A 1942-09-10 1945-08-30 Improvements in or relating to processes of producing a dicarboxylic acid derivativeof a sulphathiazole Expired GB601624A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US601624XA 1942-09-10 1942-09-10

Publications (1)

Publication Number Publication Date
GB601624A true GB601624A (en) 1948-05-10

Family

ID=22027770

Family Applications (1)

Application Number Title Priority Date Filing Date
GB22342/45A Expired GB601624A (en) 1942-09-10 1945-08-30 Improvements in or relating to processes of producing a dicarboxylic acid derivativeof a sulphathiazole

Country Status (1)

Country Link
GB (1) GB601624A (en)

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