Imidazole → 5-(4-Imidazol-1-yl-phenyl)-6-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile

HRID 1380849ノート

反応式

HRID 1380849 の反応式
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([C:16]#[N:17])[C:11](=[O:15])[NH:12][C:13]=2[CH3:14])=[CH:4][CH:3]=1.[NH:18]1[CH:22]=[CH:21][N:20]=[CH:19]1.C(=O)([O-])[O-].[K+].[K+]>O.[Cu].[Cu]I>[N:18]1([C:2]2[CH:7]=[CH:6][C:5]([C:8]3[CH:9]=[C:10]([C:16]#[N:17])[C:11](=[O:15])[NH:12][C:13]=3[CH3:14])=[CH:4][CH:3]=2)[CH:22]=[CH:21][N:20]=[CH:19]1

参加物

7

反応物 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 202385991,2-Dihydro-5-(4-fluorophenyl)-6-methyl-2-oxo-3-pyridinecarbonitrile

生成物 1

HCID 104461365-(4-Imidazol-1-yl-phenyl)-6-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile収率 11.6%

試薬・触媒・溶媒 3

HCID 23978Copper触媒HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 962Water溶媒

反応条件

温度
200 °C

実験手順

A mixture of 1,2-dihydro-5-(4-fluorophenyl)-6-methyl-2-oxo-3-pyridinecarbonitrile (5.0 grams), imidazole (25 grams), potassium carbonate (5 grams), copper (0.5 grams) and copper (I) iodide (0.5 grams) is heated just at 200° C. for 24 hours and then at 260° C. for eight hours. After cooling, the reaction mixture is diluted with water and filtered. The filtrate is acidified with 6N hydrochloric acid and the precipitate is collected. This solid is boiled in one liter of methanol and the hot mixture is filtered. The filtrate is evaporated to a volume of 200 ml and cooled to give 0.7 grams of 1,2-dihydro-5-[4-(1H- imidazol-1-yl)phenyl]-6-methyl-2-oxo-3-pyridinecarbonitrile: mp 300°-301° C.

後処理

  1. temperatureAfter cooling
  2. filtrationfiltered
  3. customthe precipitate is collected
  4. filtrationthe hot mixture is filtered
  5. customThe filtrate is evaporated to a volume of 200 ml
  6. temperaturecooled

出典と根拠

ORDレコード
ord-5958e949acbc4815b949c4ef0ac9d61c
出典データセット
uspto-grants-1986_04
特許番号
US04584299

反応ノート

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