2-Amino-4,6-dimethyl pyrimidine → 2-(Dichloromethyl)-N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide

HRID 1153858

Reaktionsgleichung

Reaktionsgleichung von HRID 1153858
[Cl:1][CH:2]([Cl:15])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([N:12]=[C:13]=[O:14])(=[O:11])=[O:10].[NH2:16][C:17]1[N:22]=[C:21]([CH3:23])[CH:20]=[C:19]([CH3:24])[N:18]=1>C(#N)C>[Cl:15][CH:2]([Cl:1])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([NH:12][C:13]([NH:16][C:17]1[N:22]=[C:21]([CH3:23])[CH:20]=[C:19]([CH3:24])[N:18]=1)=[O:14])(=[O:11])=[O:10]

Komponenten

4

Edukt 2

HCID 130212-Amino-4,6-dimethyl pyrimidineHCID 201527002-(Dichloromethyl)benzenesulfonyl isocyanate

Produkt 1

HCID 133646202-(Dichloromethyl)-N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

2-(Dichloromethyl)benzenesulfonyl isocyanate, prepared from 10 mmol of sulfonamide as described in the synthesis of Example 1, was treated with acetonitrile and 2-amino-4,6-dimethylpyrimidine (1.23 g). The mixture was stirred at room temperature for 18 hrs, cooled, and filtered to provide 1.08 g of white solid, mp 195°-197° (Dec). 1H nmr δCDCl3/DMSO-d6TMS 10.53 (s), 8.20-7.90 (m, featuring singlet at 8.00), 7.87-7.43 (m), 6.83 (s), 2.43 (s). IR (nujol) featured bands at 1710 and 1600 cm-1. Mass spectrum featured m/e 388.0174 (calc'd for C14H14Cl2N4O3S 388.0163); 150.0627 (calc'd for C7H7N3 150.0667).

Aufarbeitung

  1. customas described in the synthesis of Example 1
  2. temperaturecooled
  3. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-0df05518c96542108511fef161ae0311
Quelldatensatz
uspto-grants-1984_12
Patentnummer
US04486589

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