Chlorosuccinimide → HCID 178494680、化合物

HRID 1487877ノート

反応式

HRID 1487877 の反応式
[CH3:1][O:2][CH2:3][C:4]1[NH:5][C:6]([C:9]2[CH:10]=[C:11]([CH:16]=[CH:17][C:18]=2[CH3:19])[C:12]([O:14][CH3:15])=[O:13])=[CH:7][N:8]=1.C1C(=O)N([Cl:27])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[Cl:27][C:7]1[N:8]=[C:4]([CH2:3][O:2][CH3:1])[NH:5][C:6]=1[C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][C:18]=1[CH3:19])[C:12]([O:14][CH3:15])=[O:13]

参加物

4

反応物 2

HCID 31398ChlorosuccinimideHCID 90030068Methyl 3-(2-(methoxymethyl)-1H-imidazol-5-yl)-4-methylbenzoate2 回

生成物 1

HCID 178494680HCID 178494680、化合物

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

反応条件

温度
50 °C

実験手順

Into a 50-mL round-bottom flask, which was purged and maintained with an inert atmosphere of nitrogen, was placed a solution of methyl 3-(2-(methoxymethyl)-1H-imidazol-5-yl)-4-methylbenzoate (compound 27.3, 40 mg, 0.15 mmol) and NCS (24.6 mg, 0.18 mmol) in CCl4 (20 mL). The resulting mixture was stirred for 2 h at 50° C., then cooled to room temperature and quenched with water (100 mL). The aqueous phase was extracted with ethyl acetate (100 mL) and the combined organic layers were washed with brine (3×30 mL), dried (Na2SO4), filtered, and concentrated under reduced pressure to yield 30 mg (crude) of the title compound as a yellow solid.

後処理

  1. customInto a 50-mL round-bottom flask, which was purged
  2. temperaturemaintained with an inert atmosphere of nitrogen
  3. temperaturecooled to room temperature
  4. customquenched with water (100 mL)
  5. extractionThe aqueous phase was extracted with ethyl acetate (100 mL)
  6. washthe combined organic layers were washed with brine (3×30 mL)
  7. dry with materialdried (Na2SO4)
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-70fa8efbc7a44b7aaa812d9671d1a937
出典データセット
uspto-grants-2016_08
特許番号
US09428502B2

反応ノート

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