DE873701C - Process for the preparation of 3-methyl-4-amino-5-formylamino-2,6-dioxypyrimidine from the 3-methyl compound of 4-amino-5-nitroso-2,6-dioxypyrimidine - Google Patents

Process for the preparation of 3-methyl-4-amino-5-formylamino-2,6-dioxypyrimidine from the 3-methyl compound of 4-amino-5-nitroso-2,6-dioxypyrimidine

Info

Publication number
DE873701C
DE873701C DEB9096D DEB0009096D DE873701C DE 873701 C DE873701 C DE 873701C DE B9096 D DEB9096 D DE B9096D DE B0009096 D DEB0009096 D DE B0009096D DE 873701 C DE873701 C DE 873701C
Authority
DE
Germany
Prior art keywords
dioxypyrimidine
amino
methyl
nitroso
formylamino
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
DEB9096D
Other languages
German (de)
Inventor
Hans Dr-Ing Langner
Viktor Dipl-Chem Lebedew
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.)
Takeda GmbH
Original Assignee
Byk Gulden Lomberg Chemische Fabrik GmbH
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 Byk Gulden Lomberg Chemische Fabrik GmbH filed Critical Byk Gulden Lomberg Chemische Fabrik GmbH
Priority to DEB9096D priority Critical patent/DE873701C/en
Application granted granted Critical
Publication of DE873701C publication Critical patent/DE873701C/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic 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
    • C07D239/28Heterocyclic 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
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52Two oxygen atoms
    • C07D239/54Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
    • C07D239/545Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other 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

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

Description

Verfahren zur Herstellung von 3-Methyl-4-amino-5-formylamno-2, 6-dioxypyrimidin aus der 3-Methylverbindung des 4-Amino-5-nitroso-2, 6-dioxypyrimidins Gegenstand des Patents 859 311 ist ein Verfahren zur Darstellung von i, 3-Dimethyl-4.-amino-5-formylamino=2, 6-dioxypyrimidin aus I, 3-Dimethyl-q.-amino-5-nitroso-2, 6-dioxypyrimidin durch Reduktion mittels Zinkstaub und Ameisensäure. In weiterer Ausbildung dieser Erfindung zeigte es sich nun, daß auch das 3-Methyl-4-amino-5-formylamino-z, 6-dioxypyrimidin auf diese Weise dargestellt werden kann, und zwar aus dem 3-Methyl-4-amino-5-nitroso-2, 6-dioxypyrimidin. Ausführungsbeispiel io Teile 3-Methyl-4-amino-5-nitroso-2, 6-dioxypyrimidin werden mit Zoo Teilen 8o°/Qiger Ameisensäure und io Teilen Zinkstaub bei etwa 4.o° behandelt. Am Ende der Reduktion kristallisieren größere Mengen der Formylaminoverbindung aus. Da das 3-Methylg-amino-5-formylamino-2, 6-dioxypyrimidin in konzentrierter Ameisensäure leichter löslich und in Wasser schwerer löslich ist als Zinkformiat, sind beide Ver- Bindungen verhältnismäßig leicht voneinander -zu . trennen. Ausbeute 9o °/o der Theorie.Process for the preparation of 3-methyl-4-amino-5-formylamno-2,6-dioxypyrimidine from the 3-methyl compound of 4-amino-5-nitroso-2, 6-dioxypyrimidine subject of patent 859 311 is a method for the preparation of i, 3-dimethyl-4.-amino-5-formylamino = 2, 6-dioxypyrimidine from 1,3-dimethyl-q.-amino-5-nitroso-2,6-dioxypyrimidine Reduction using zinc dust and formic acid. In a further development of this invention it was now found that 3-methyl-4-amino-5-formylamino-z, 6-dioxypyrimidine can be represented in this way, namely from the 3-methyl-4-amino-5-nitroso-2, 6-dioxypyrimidine. Exemplary embodiment 10 parts of 3-methyl-4-amino-5-nitroso-2,6-dioxypyrimidine zoo parts 8o ° / qiger formic acid and 10 parts zinc dust at about 4o ° treated. At the end of the reduction, larger amounts of the formylamino compound crystallize the end. Since the 3-methylg-amino-5-formylamino-2, 6-dioxypyrimidine in concentrated Formic acid is more soluble and less soluble in water than zinc formate, are both Ties relatively easy to one another . separate. Yield 90% of theory.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von "3-ilIethyl-q.-ami- no-5-formylamino-2, 6-dioxypyrimidin aus der
3-Methylverbindnng des q.-Amino-5-nitroso-2, 6-dioxypyrimidins, dadurch gekennzeichnet, daB in weiterer Ausbildung des Verfahrens des Patents $59 311 das 3-Methylderivat des 4.-Amino-5-nitroso-2, 6-dioxypyrimidins der Behandlung mit Zinkstaub und Ameisensäure unterworfen wird.
PATENT CLAIM: Process for the preparation of "3-ilIethyl-q.-ami- no-5-formylamino-2,6-dioxypyrimidine from the
3-methyl compound of q-amino-5-nitroso-2, 6-dioxypyrimidine, characterized in that in a further development of the process of patent $ 59 311 the 3-methyl derivative of 4-amino-5-nitroso-2, 6- dioxypyrimidines is subjected to treatment with zinc dust and formic acid.
DEB9096D 1943-08-26 1943-08-26 Process for the preparation of 3-methyl-4-amino-5-formylamino-2,6-dioxypyrimidine from the 3-methyl compound of 4-amino-5-nitroso-2,6-dioxypyrimidine Expired DE873701C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEB9096D DE873701C (en) 1943-08-26 1943-08-26 Process for the preparation of 3-methyl-4-amino-5-formylamino-2,6-dioxypyrimidine from the 3-methyl compound of 4-amino-5-nitroso-2,6-dioxypyrimidine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB9096D DE873701C (en) 1943-08-26 1943-08-26 Process for the preparation of 3-methyl-4-amino-5-formylamino-2,6-dioxypyrimidine from the 3-methyl compound of 4-amino-5-nitroso-2,6-dioxypyrimidine

Publications (1)

Publication Number Publication Date
DE873701C true DE873701C (en) 1953-04-16

Family

ID=6956133

Family Applications (1)

Application Number Title Priority Date Filing Date
DEB9096D Expired DE873701C (en) 1943-08-26 1943-08-26 Process for the preparation of 3-methyl-4-amino-5-formylamino-2,6-dioxypyrimidine from the 3-methyl compound of 4-amino-5-nitroso-2,6-dioxypyrimidine

Country Status (1)

Country Link
DE (1) DE873701C (en)

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