Potassium Hydroxide → HCID 70982700、化合物

HRID 922616ノート

反応式

HRID 922616 の反応式
[Cl:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[Cl:7].[OH-].[K+].Br[CH2:11][C:12]1[CH:25]=[CH:24][C:23]2[C:22](=[O:26])[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15](=[O:27])[C:14]=2[CH:13]=1>C(#N)C>[CH3:11][C:12]1[CH:25]=[CH:24][C:23]2[C:22](=[O:26])[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15](=[O:27])[C:14]=2[C:13]=1[N:3]1[C:2]([Cl:1])=[C:6]([Cl:7])[N:5]=[CH:4]1

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 1400184,5-DichloroimidazoleHCID 3444522-Bromomethyl-anthraquinone2 回

生成物 1

HCID 70982700HCID 70982700、化合物収率 40%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

4,5-Dichloroimidazole (0.18 g, 1.33 mmol) and potassium hydroxide (0.08 g, 1.46 mmol) were combined in a round bottom flask. Acetonitrile (2 mL) was added and the mixture was stirred at reflux for 30 min, dissolving the remaining solid. Concurrently, 2-(Bromomethyl)anthraquinone (0.4 g, 1.33 mmol) was added to 30 mL acetonitrile and stirred at reflux for 30 min, partially dissolving the solid. The solution in the initial flask was added to the 2-(bromomethyl)anthraquinone mixture, and the solution was returned to reflux for 3 h. The mixture was filtered hot, and a precipitate quickly formed in the tan filtrate. The precipitate was collected by a second filtration and washed with cold acetonitrile to yield a yellow powder (0.19 g, 40% yield). 1H NMR (300 MHz, DMSO-d6) 8.20 (3H, m, Ar), 8.10 (1H, s, NCHN), 8.01 (1H, d, Ar), 7.89-7.95 (2H, m, Ar), 7.74 (1H, dd, Ar), 5.51 (2H, s, CH2).

後処理

  1. temperatureat reflux for 30 min
  2. dissolutiondissolving the remaining solid
  3. stirringstirred
  4. temperatureat reflux for 30 min
  5. dissolutionpartially dissolving the solid
  6. temperatureto reflux for 3 h
  7. filtrationThe mixture was filtered hot
  8. customa precipitate quickly formed in the tan filtrate
  9. filtrationThe precipitate was collected by a second filtration
  10. washwashed with cold acetonitrile

出典と根拠

ORDレコード
ord-691f1dfd8ff243a08b1cec51137620ba
出典データセット
uspto-grants-2016_03
特許番号
US09278951B2

反応ノート

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