Isopropanol → (1-Methylethyl) [3-[[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]phenyl]carbamate

HRID 1164290

Reaktionsgleichung

Reaktionsgleichung von HRID 1164290
N(C1C=C(S(N=C=O)(=O)=O)C=CC=1)=C=O.NC1N=C(OC)C=C(C)N=1.[N:26]([C:29]1[CH:30]=[C:31]([S:35]([NH:38][C:39]([NH:41][C:42]2[N:47]=[C:46]([O:48][CH3:49])[CH:45]=[C:44]([CH3:50])[N:43]=2)=[O:40])(=[O:37])=[O:36])[CH:32]=[CH:33][CH:34]=1)=[C:27]=[O:28].[CH3:51][CH:52]([OH:54])[CH3:53]>C(Cl)Cl>[CH3:49][O:48][C:46]1[CH:45]=[C:44]([CH3:50])[N:43]=[C:42]([NH:41][C:39]([NH:38][S:35]([C:31]2[CH:30]=[C:29]([NH:26][C:27](=[O:28])[O:54][CH:52]([CH3:53])[CH3:51])[CH:34]=[CH:33][CH:32]=2)(=[O:37])=[O:36])=[O:40])[N:47]=1

Komponenten

6

Edukt 4

HCID 3776IsopropanolHCID 5872364-Methoxy-6-methylpyrimidin-2-amineHCID 13138205m-Isocyanatobenzenesulfonyl isocyanateHCID 20455869HCID 20455869, Verbindung

Produkt 1

HCID 13138206(1-Methylethyl) [3-[[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]phenyl]carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To an anhydrous solution of 2.3 g of m-isocyanatobenzenesulfonyl isocyanate in 50 ml of methylene chloride was added in small portions 1.4 g of 2-amino-4-methoxy-6-methylpyrimidine. Efficient stirring was maintained during the addition and for three additional hours. The intermediate thus obtained, 3-isocyanato-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide, was reacted further by adding one gram of 2-propanol and stirring the resultant mixture for an additional sixteen hours. Filtration of the reaction mixture and evaporation of the filtrate yielded the desired product melting at 173°-180°.

Aufarbeitung

  1. temperaturewas maintained during the addition and for three additional hours
  2. customThe intermediate thus obtained
  3. filtrationFiltration of the reaction mixture and evaporation of the filtrate

Quellen und Nachweise

ORD-Eintrag
ord-43743f733122421eaa4b7bf0155caea8
Quelldatensatz
uspto-grants-1983_01
Patentnummer
US04369058

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