METHOD OF PRODUCING N-(6-METHYL-2,4-DIOXO-1,2,3,4-TETRAHYDRO-5-PYRIMIDINE-SULPHONE)-N′-ISONICTINOYL HYDRAZIDE Russian patent published in 2012 - IPC C07D401/12 

Abstract RU 2455301 C2

FIELD: chemistry.

SUBSTANCE: invention relates to an improved method of producing N-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidine-sulphone)-N'-isonictinoyl hydrazide used as substance for medicinal agents for treating and preventing immunodeficiency during infectious and somatic pathology ('Isofon'), treating mycobacterial and viral infections ('Tubosan'). The method involves reaction of 6-methyluracil-5-sulphochloride with isonicotinic acid hydrazide in equimolar amounts in the medium of a mixture of ethyl acetate and alcohol - ethyl or isopropyl or methyl alcohol, taken in ratio 95-90:5-10 vol. % at temperature 40-73°C for not less than two hours, followed by distillation of the solvent from the reaction mass, dissolution and purification of the reaction product in aqueous ammonia solution and neutralisation of the purified solution to pH not higher than 5. All steps of the process of producing the end product are carried out in a single cycle without extracting intermediate products.

EFFECT: method enables to reduce the cost of raw materials, avoid loss of the end product during intermediate operations, increase output of a pharmaceutically pure agent, cut the duration of the process and reduce labour input.

6 ex

Similar patents RU2455301C2

Title Year Author Number
METHOD OF PRODUCING N-(6-METHYL-2,4-DIOXO-1,2,3,4-TETRAHYDRO-5-PYRIMIDINE-SULPHONE)-N'-ISONICOTINOYL HYDRAZIDE 2011
  • Makarov Vladimir Vasil'Evich
  • Valeshnij Sergej Ivanovich
  • Il'In Vladimir Petrovich
  • Mikhajlov Viktor Vasil'Evich
  • Flikshtejn Aleksandr Izrailovich
  • Goloshchapov Konstantin Veniaminovich
RU2458059C1
METHOD OF OBTAINING AND PURIFYING N-(6-METHYL-2,4-DIOXO-1,2,3,4-TETRAHYDRO-5-PYRIMIDINE-SULPHONE)-N'-ISONICTINOYL HYDRAZIDE 2009
  • Makarov Vladimir Vasil'Evich
  • Kondjukov Ivan Zinov'Evich
  • Valeshnij Sergej Ivanovich
RU2404977C1
METHOD FOR PREPARING N-(6-METHYL-2,4-DIOXO-1,2,3,4-TETRAHYDRO-5-PYRIMIDINSULFON)-N'-ISONICOTINO YL HYDRAZIDE 2003
  • Artemov V.A.
  • Valeshnij S.I.
  • Il'In V.P.
  • Kolganov E.V.
  • Kostjuk L.E.
  • Lajshev V.Z.
  • Makarov V.V.
  • Mikhajlov V.V.
  • Michurina E.A.
  • Smirnov S.P.
RU2235723C1
IMMUNOMODULATING AGENT "IZOFON" SHOWING ANTIMYCOBACTERIAL ACTIVITY, METHOD OF ITS PREPARING AND USING 1997
  • Goloshchapov N.M.
  • Goloshchapova E.N.
  • Filipskikh T.P.
  • Michurina E.A.
  • Kostjuk L.E.
  • Khaitov R.M.
  • Tsyvkina G.I.
  • Grishin V.K.
  • Stukalov N.A.
  • Reshetov A.L.
RU2141322C1
SILVER SALT OF N-(6-METHYL-2,4-DIOXO-1,2,3,4-TETRAHYDRO-5H-PYRIMIDINESULPHONE)-N'-ISONICOTINOYLHYDRAZIDE, WHICH EXHIBITS IMMUNOTROPIC, ANTIMICROBIAL, ANTIFUNGAL (ANTIMYCOTIC) ACTIVITY AND MEDICINAL AGENT BASED ON SAID SALT 2008
  • Rasnetsov Lev Davidovich
  • Shvartsman Jakov Judelevich
  • Jashnova Ol'Ga Konstantinovna
  • Mel'Nikova Nina Borisovna
  • Chudetskaja Julija Viktorovna
  • Volkov Aleksandr Aleksandrovich
RU2368609C1
6-ALKYL-5-(2-ISONICOTINOYLSULFOHYDRAZOYL)URACIL HYDROCHLORIDE AND PHARMACEUTICAL COMPOSITION BASED ON THEREOF 2003
  • Reshetov A.L.
  • Vereshchagina I.A.
RU2264396C2
N-(6-METHYL-2,4-DIOXO-1,2,3,4-TETRAHYDRO-5H-PYRIMIDINESULFONE)-N′- ISONICOTINOYL HYDRAZIDE DISODIUM SALT ELICITING ANTIBACTERIAL AND IMMUNOTROPIC ACTIVITY AND MEDICINAL AGENT BASED ON THEREOF 1999
  • Goloshchapov N.M.
  • Filipskikh T.P.
  • Kostjuk L.E.
  • Goloshchapova E.N.
  • Michurina E.A.
  • Reshetov A.L.
  • Zavarzin A.A.
RU2191015C2
CITRACONIC ACID ISONICOTINOYLHYDRAZIDE ELICITING HYPOGLYCAEMIC ACTIVITY 2000
  • Dolzhenko A.V.
  • Kolotova N.V.
  • Koz'Minykh V.O.
  • Kotegov V.P.
  • Godina A.T.
  • Syropjatov B.Ja.
  • Russkikh V.A.
RU2183625C2
PHTHALIC ACID ISONICOTINOYL HYDRAZIDE ELICITING HYPOGLYCEMIC ACTIVITY 2002
  • Dolzhenko A.V.
  • Kolotova N.V.
  • Koz'Minykh V.O.
  • Kotegov V.P.
  • Godina A.T.
  • Syropjatov B.Ja.
RU2228753C2
MEDICINAL AGENT 2002
  • Reshetov A.L.
  • Vereshchagina I.A.
RU2223100C1

RU 2 455 301 C2

Authors

Makarov Vladimir Vasil'Evich

Valeshnij Sergej Ivanovich

Kondjukov Ivan Zinov'Evich

Il'In Vladimir Petrovich

Dates

2012-07-10Published

2010-08-06Filed