GB599738A - Improvements in or relating to the preparation of 2-sulfanilamidopyrazine - Google Patents

Improvements in or relating to the preparation of 2-sulfanilamidopyrazine

Info

Publication number
GB599738A
GB599738A GB10854/45A GB1085445A GB599738A GB 599738 A GB599738 A GB 599738A GB 10854/45 A GB10854/45 A GB 10854/45A GB 1085445 A GB1085445 A GB 1085445A GB 599738 A GB599738 A GB 599738A
Authority
GB
United Kingdom
Prior art keywords
sulphanilamide
sulphanilamidopyrazine
chloropyrazine
acidifying
recovered
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
GB10854/45A
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid 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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB599738A publication Critical patent/GB599738A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D241/00Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/10Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D241/14Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having 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
    • C07D241/20Nitrogen atoms
    • C07D241/22Benzenesulfonamido pyrazines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)

Abstract

2-Sulphanilamidopyrazine is prepared by reacting sulphanilamide, a halopyrazine and an acid-binding substance such as an alkali metal carbonate or bicarbonate. Temperatures within the range 125 DEG to 175 DEG C. are preferred. In an example, chloropyrazine, sulphanilamide and potassium carbonate are stirred and heated to 130 DEG C. under reflux conditions until the mixture thickens and the temperature rises to 145-150 DEG C. Unreacted chloropyrazine is then recovered by steam distillation, and excess sulphanilamide crystallized out by acidifying to pH 8.0 to 9.5 and cooling to 10 DEG C. The 2-sulphanilamidopyrazine is recovered from the solution by acidifying to pH 5, and purified by dissolving in alkali, treating with activated charcoal and reprecipitating with acid. Halopyrazines may be prepared by the reaction of hydroxypyrazine with a mixture of phosphorus pentachloride and phosphorus oxychloride or by direct halogenation.
GB10854/45A 1944-05-16 1945-04-30 Improvements in or relating to the preparation of 2-sulfanilamidopyrazine Expired GB599738A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US599738XA 1944-05-16 1944-05-16

Publications (1)

Publication Number Publication Date
GB599738A true GB599738A (en) 1948-03-19

Family

ID=22026515

Family Applications (1)

Application Number Title Priority Date Filing Date
GB10854/45A Expired GB599738A (en) 1944-05-16 1945-04-30 Improvements in or relating to the preparation of 2-sulfanilamidopyrazine

Country Status (1)

Country Link
GB (1) GB599738A (en)

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