Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester → Methyl 2-{[(4-chloro-6-methoxy-5-methylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl}benzoate

HRID 66443

Reaktionsgleichung

Reaktionsgleichung von HRID 66443
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([CH3:9])=[C:4]([O:10][CH3:11])[N:3]=1.[N:12]([S:15]([C:18]1[CH:27]=[CH:26][CH:25]=[CH:24][C:19]=1[C:20]([O:22][CH3:23])=[O:21])(=[O:17])=[O:16])=[C:13]=[O:14]>C(#N)C>[Cl:8][C:6]1[C:5]([CH3:9])=[C:4]([O:10][CH3:11])[N:3]=[C:2]([NH:1][C:13]([NH:12][S:15]([C:18]2[CH:27]=[CH:26][CH:25]=[CH:24][C:19]=2[C:20]([O:22][CH3:23])=[O:21])(=[O:17])=[O:16])=[O:14])[N:7]=1

Komponenten

4

Edukt 2

HCID 156281Benzoic acid, 2-(isocyanatosulfonyl)-, methyl esterHCID 122728752-Amino-4-chloro-6-methoxy-5-methylpyrimidine

Produkt 1

HCID 13038387Methyl 2-{[(4-chloro-6-methoxy-5-methylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl}benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To 1.0 g of 2-amino-4-chloro-6-methoxy-5-methylpyrimidine in 35 ml of anhydrous acetonitrile, with stirring at ambient temperature, was added 1.5 g of methyl 2-(isocyanatosulfonyl)benzoate. The mixture was stirred for 3 hours, heated to 50° and allowed to cool. The solid precipitate thus obtained was filtered off and washed with 1-chlorobutane. It melted at 204°-205° and showed infrared absorption peaks at 1740, 1710, 1650 and 1510 cm-1, consistent for the above-named product.

Aufarbeitung

  1. temperatureheated to 50°
  2. temperatureto cool
  3. customThe solid precipitate thus obtained
  4. filtrationwas filtered off
  5. washwashed with 1-chlorobutane
  6. customabsorption peaks at 1740, 1710, 1650 and 1510 cm-1

Quellen und Nachweise

ORD-Eintrag
ord-0fb3fc1f515d41799dd9c69840c996b6
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04342587

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