Dimethylformamide → N-Methyl-N'-[4-(5-oxo-4,5-dihydropyrazin-2-yl)phenyl]urea

HRID 637500

反応式

HRID 637500 の反応式
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[CH:11][C:12](=[O:15])[NH:13][CH:14]=2)=[CH:5][CH:4]=1.C(N(CC)CC)C.[CH3:23][N:24](C)[CH:25]=[O:26]>>[CH3:23][NH:24][C:25](=[O:26])[NH:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[N:10]=[CH:11][C:12](=[O:15])[NH:13][CH:14]=2)=[CH:7][CH:8]=1

参加物

4

反応物 3

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 197942325-(4-Aminophenyl)-2(1H)-pyrazinone hydrochloride

生成物 1

HCID 13853578N-Methyl-N'-[4-(5-oxo-4,5-dihydropyrazin-2-yl)phenyl]urea

実験手順

5-(4-Aminophenyl)-2(1H)-pyrazinone hydrochloride (1.0 g) was suspended in dimethylformamide (30 ml) and triethylamine (1.2 ml) was added. The dark solution was filtered. Methyl isocyanate (0.53 ml) was added and the mixture was stirred for 17 hours at room temperature. The mixture was evaporated to dryness and the black residue washed with water; the insoluble material was collected by filtration and then reprecipitated from dimethylformamide solution with water. The precipitate was filtered off and the filtrate evaporated to dryness. The cream-coloured residue was collected to afford the title compound, m.p.>300° C.; C12H12N4O2Calculated: C 59.01; H 4.95; N 22.94: Found: C 59.09; H 4.94; N 22.90: νmax (liquid paraffin) 1675, 1642 cm-1 ; N.m.r. δ(DMSO-d6) 2.76 (d, 3H, CH3), 5.98 (q, 1H, --NHCH3), 7.91, 8.08 (2d, 2H, pyridine H's).

後処理

  1. filtrationThe dark solution was filtered
  2. additionMethyl isocyanate (0.53 ml) was added
  3. customThe mixture was evaporated to dryness
  4. washthe black residue washed with water
  5. filtrationthe insoluble material was collected by filtration
  6. customreprecipitated from dimethylformamide solution with water
  7. filtrationThe precipitate was filtered off
  8. customthe filtrate evaporated to dryness
  9. customThe cream-coloured residue was collected

出典と根拠

ORDレコード
ord-cba04d71dd7c4252b828e6ade83b6f06
出典データセット
uspto-grants-1985_12
特許番号
US04556711

関連ノート

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