Potassium Iodide → HCID 178436205、化合物

HRID 991594ノート

反応式

HRID 991594 の反応式
[NH2:1][C:2]1[C:10]2[NH:9][C:8]([CH3:11])=[N:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH2:12]([C:14]1[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[C:15]=1[CH2:16]Cl)[CH3:13].C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>C(COC)OC>[CH2:12]([C:14]1[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[C:15]=1[CH2:16][NH:1][C:2]1[C:10]2[NH:9][C:8]([CH3:11])=[N:7][C:6]=2[CH:5]=[CH:4][CH:3]=1)[CH3:13]

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 121489182-Ethyl-6-methylbenzyl chlorideHCID 178432166HCID 178432166、化合物

生成物 1

HCID 178436205HCID 178436205、化合物収率 27.8%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

4-amino-2-methylbenzimidazole (0.4 g, 2.7 mmol) and 2-ethyl-6-methylbenzylchloride (0.46 g, 2.7 mmol) were dissolved in 10 ml dimethoxyethane. Sodium carbonate (0.5 g, 4.7 mmol) and (0.2 g, 4.7 mmol) of potassium iodide were added to the solution. The reaction mixture was refluxed to for 2 h. Inorganic salts were removed by filtration and washed with dimethoxyethane. The filtrate was evaporated to dryness. The residue was purified by column chromatography on silica gel. The product was eluted with a 50:50 mixture of methylene chloride and ethyl acetate. There was obtained 0.21 g of the title compound. (1H-NMR, 400 MHz, CDCl3): 1.1 (t, 3H), 2.35 (s, 3H), 2.45 (s, 3H), 2.70 (q, 2H), 4.35 (s, 2H), 4.45 (bs, 1H), 6.55 (d, 1H), 6.75 (d, 1H), 6.95-7.20 (m, 4H).

後処理

  1. temperatureThe reaction mixture was refluxed to for 2 h
  2. customInorganic salts were removed by filtration
  3. washwashed with dimethoxyethane
  4. customThe filtrate was evaporated to dryness
  5. customThe residue was purified by column chromatography on silica gel
  6. washThe product was eluted with a 50:50 mixture of methylene chloride and ethyl acetate

出典と根拠

ORDレコード
ord-cea66ba7e60a41dab5fb79c2bf79053c
出典データセット
uspto-grants-2002_10
特許番号
US06465505B1

反応ノート

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