4-Iodophenol → 6-(4-Iodo-phenoxy)-nicotinamide

HRID 228199ノート

反応式

HRID 228199 の反応式
[I:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.Cl[C:10]1[CH:18]=[CH:17][C:13]([C:14]([NH2:16])=[O:15])=[CH:12][N:11]=1.C(=O)([O-])[O-].[K+].[K+].CC(N(C)C)=O>O>[I:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:10]2[CH:18]=[CH:17][C:13]([C:14]([NH2:16])=[O:15])=[CH:12][N:11]=2)=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 108944-IodophenolHCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 804566-Chloronicotinamide

生成物 1

HCID 597303076-(4-Iodo-phenoxy)-nicotinamide収率 85%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
200 °C

実験手順

Combine 4-iodophenol (6.31 g, 28.7 mmol), 6-chloro-nicotinamide (4.51 g, 28.8 mmol), potassium carbonate (10.0 g, 72.4 mmol), and dimethylacetamide (145 mL), stir and heat at 200° C. After 3 h. cool to ambient temperature and dilute with water (600 mL), filter, and dry in vacuo to provide 8.27 g (85%) of the title compound as a white/brown solid: mass spectrum (electrospray): m/z=341.0 (M+1); 1H NMR (methanol-d4): 8.67 (d, 1H, J=2.4 Hz), 8.31 (dd, 1H, J=2.4, 8.3 Hz), 7.82-7.79 (m, 2H), 7.09 (d, 1H, J=8.8 Hz), 7.03-6.99 (m, 2H).

後処理

  1. temperatureAfter 3 h. cool to ambient temperature
  2. filtrationfilter
  3. customdry in vacuo

出典と根拠

ORDレコード
ord-a973ee23322b4f099dec60fe6348b8e3
出典データセット
uspto-grants-2009_07
特許番号
US07560463B2

反応ノート

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