Benzenesulfonyl isocyanate, 2-chloro- → N-(2-chlorophenylsulfonyl)-N'-(1,2,4-triazol-1-ylmethyl)-N'-(4,6-dimethylpyrimidin-2-yl)urea

HRID 34868

Reaktionsgleichung

Reaktionsgleichung von HRID 34868
[N:1]1([CH2:6][NH:7][C:8]2[N:13]=[C:12]([CH3:14])[CH:11]=[C:10]([CH3:15])[N:9]=2)[CH:5]=[N:4][CH:3]=[N:2]1.[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[S:23]([N:26]=[C:27]=[O:28])(=[O:25])=[O:24]>C(#N)C>[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[S:23]([NH:26][C:27]([N:7]([CH2:6][N:1]1[CH:5]=[N:4][CH:3]=[N:2]1)[C:8]1[N:9]=[C:10]([CH3:15])[CH:11]=[C:12]([CH3:14])[N:13]=1)=[O:28])(=[O:25])=[O:24]

Komponenten

4

Edukt 2

HCID 174071Benzenesulfonyl isocyanate, 2-chloro-HCID 230432372-(1,2,4-Triazol-1-ylmethylamino)-4,6-dimethylpyrimidine

Produkt 1

HCID 23043228N-(2-chlorophenylsulfonyl)-N'-(1,2,4-triazol-1-ylmethyl)-N'-(4,6-dimethylpyrimidin-2-yl)ureaAusbeute 62,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

4 g (0.019 mole) of 2-(1,2,4-triazol-1-ylmethylamino)-4,6-dimethylpyrimidine are suspended in 100 ml of absolute acetonitrile and then 4.3 g (0.019 mole) of 2-chlorophenylsulfonylisocyanate are stirred into the suspension. The batch is stirred for 24 hours at room temperature and the resultant solution is finally concentrated in a rotary evaporator. Crystals of the title compound precipitate and are recrystallised from ethyl acetate, affording 5 g (62% of theory) of the above urea, which melts at 152°-157° C.

Aufarbeitung

  1. concentrationthe resultant solution is finally concentrated in a rotary evaporator
  2. customCrystals of the title compound precipitate and are recrystallised from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-2a190885aa844be6a5c9bf66613d2532
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04764203

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