Acetic Acid → 4-amino-2-(4,4-diethyl-2-oxo-1-imidazolidinyl)pyrimidine-5-carboxylic acid N-methyl-N-(3-trifluoromethylphenyl)amide
Reaktionsgleichung
[C:1]([C:3]([C:16](=[O:32])[N:17]([CH2:28]C1CC1)[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=1)=[CH:4][NH:5][C:6](=[NH:15])[N:7]1[CH2:11][C:10](C)([CH3:12])[NH:9][C:8]1=[O:14])#[N:2].[C:33](O)(=O)[C:34](O)=O.[C:39](O)(=O)C>>[CH3:28][N:17]([C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:25])([F:26])[F:27])[CH:19]=1)[C:16]([C:3]1[C:1]([NH2:2])=[N:15][C:6]([N:7]2[CH2:11][C:10]([CH2:12][CH3:39])([CH2:33][CH3:34])[NH:9][C:8]2=[O:14])=[N:5][CH:4]=1)=[O:32]Komponenten
4
Versuchsvorschrift
A mixture of 2.80 g (6.41 mmol) of a compound II (R1, R2 =C2H5 ; R3, R5, R6 =H; R4 =CH3), 210 mg of anhydrous oxalic acid and 4.75 ml of glacial acetic acid was stirred at 70° for 2.5 hours, a solution being produced after 20 min. It was then evaporated in vacuo. The residue was taken up in 70 ml of CH2Cl2 and extracted three times in succession with 20 ml of N NaOH each time and then twice with 20 ml of water each time. The CH2Cl2 solution was dried with MgSO4, filtered and evaporated in vacuo. The residue was taken up in about 15 ml of ether, whereupon crystallization occurred. The crystalline product was filtered off with suction and washed with ether and dried in vacuo at 100° for 17 hours. 1.81 g (=64.6% yield) of pure 4-amino-2-(4,4-diethyl-2-oxo-1-imidazolidinyl)pyrimidine-5-carboxylic acid N-methyl-N-(3-trifluoromethylphenyl)amide were obtained, melting point 185°-187°. C20H23F3N6O2 (436.45) Calculated: C 55.04 H 5.31 N 19.26% Found: C 54.8 H 5.2 N 19.2