GB560345A - Manufacture of sulphanilamido-polyalkylpyrimidines - Google Patents

Manufacture of sulphanilamido-polyalkylpyrimidines

Info

Publication number
GB560345A
GB560345A GB10388/42A GB1038842A GB560345A GB 560345 A GB560345 A GB 560345A GB 10388/42 A GB10388/42 A GB 10388/42A GB 1038842 A GB1038842 A GB 1038842A GB 560345 A GB560345 A GB 560345A
Authority
GB
United Kingdom
Prior art keywords
pyrimidine
amino
polyalkyl
dimethyl
mentioned include
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
GB10388/42A
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.)
BASF Schweiz AG
Original Assignee
Gesellschaft fuer Chemische Industrie in Basel CIBA
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 Gesellschaft fuer Chemische Industrie in Basel CIBA filed Critical Gesellschaft fuer Chemische Industrie in Basel CIBA
Publication of GB560345A publication Critical patent/GB560345A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/69—Benzenesulfonamido-pyrimidines

Landscapes

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

Abstract

Sulphanilamido - polyalkyl pyrimidines are prepared by reacting a benzene sulphonic acid amide substituted in the para position by an amino group or a group readily convertible into an amino group, with a halogen polyalkyl pyrimidine compound. Parent materials mentioned include para - acylamino - benzenesulphonic acid amides and p-nitrobenzenesulphonic acid amides. Pyrimidine compounds mentioned include halogen - polyalkylpyrimidines such as 6 - chloro - 2 : 4 - dimethyl-, 2-chloro-4 : 6-dimethyl-, and 6-chloro-5-methyl-2 : 4-diethyl-pyrimidine. The reaction may be carried out in the presence of solvents if desired. Solvents mentioned include, ketones and dioxane. Condensing agents may also be present, those mentioned include inorganic bases such as caustic alkalies and sodium carbonate. A sample has been filed under Sec. 2 (5) of 6-(p-aminobenzenesulphonamido)-2 : 4-dimethylpyrimidine prepared by heating together p - acetylaminobenzenesulphonamide and 6 - chloro - 2 : 4 - dimethylpyrimidine in the presence of calcined potassium carbonate and copper powder followed by saponification with caustic soda of the 6-(p-acetylaminobenzenesulphonamido) - 2 : 4 - dimethyl pyrimidine. The Specification as open to inspection under Sect. 91 describes in general terms the manufacture of sulphanilamido-polyalkyl pyrimidines by converting in known manner para-substituted benzene sulphonic acids or reactive acid derivatives into benzenesulphonamido - polyalkyl pyrimidines. There were mentioned as parent materials p-acylamino-, and p-halogenamino-benzene sulphonic acids and their acid halides, anhydrides, and esters. Pyrimidine compounds mentioned included 2-amino-4 : 6-dimethyl pyrimidine, 6-amino-2 : 4-dimethyl pyrimidine, 6 - amino - 5 - halogen - 2 : 4 - dimethyl pyrimidine, 6 - amino - 5 - methyl - 2 : 4-diethyl pyrimidine, and 6-amino-2 : 4 : 5-triethyl pyrimidine. Additional solvents mentioned include acetone, ethyl acetate, benzene and pyridine. Condensing agents specified also included pyridine, dialkyl anilines, and sodium acetate. The description also included three examples in which amino polyalkyl pyrimidines are reacted with p-nitrobenzene-, and p-acetylaminobenzene sulphochlorides. This subject-matter does not appear in the Specification as accepted.
GB10388/42A 1941-07-25 1942-07-24 Manufacture of sulphanilamido-polyalkylpyrimidines Expired GB560345A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH560345X 1941-07-25

Publications (1)

Publication Number Publication Date
GB560345A true GB560345A (en) 1944-03-31

Family

ID=4520242

Family Applications (1)

Application Number Title Priority Date Filing Date
GB10388/42A Expired GB560345A (en) 1941-07-25 1942-07-24 Manufacture of sulphanilamido-polyalkylpyrimidines

Country Status (3)

Country Link
BE (1) BE477745A (en)
FR (1) FR956933A (en)
GB (1) GB560345A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2703800A (en) * 1951-09-10 1955-03-08 Chemie Linz Ag Process of producing n1-heterocyclically substituted benzene-sulfonic acid amides
DE1209569B (en) * 1959-03-26 1966-01-27 American Cyanamid Co Process for the preparation of antibacterially active 2-sulfa-4, 6-dialkyl-s-triazines

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2703800A (en) * 1951-09-10 1955-03-08 Chemie Linz Ag Process of producing n1-heterocyclically substituted benzene-sulfonic acid amides
DE1209569B (en) * 1959-03-26 1966-01-27 American Cyanamid Co Process for the preparation of antibacterially active 2-sulfa-4, 6-dialkyl-s-triazines

Also Published As

Publication number Publication date
BE477745A (en)
FR956933A (en) 1950-02-10

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