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Water → 1-(4-Chlorobenzyl)-1,3-dimethyl-3-[2-methyl-1-(4-trifluoromethyl-pyrimidin-5-yl)-propyl]-urea

HRID 393147
ノート
印刷プレビュー

反応式

HRID 393147 の反応式
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][NH:7][CH3:8])=[CH:4][CH:3]=1.[CH3:11][N:12]([CH:16]([C:20]1[C:21]([C:26]([F:29])([F:28])[F:27])=[N:22][CH:23]=[N:24][CH:25]=1)[CH:17]([CH3:19])[CH3:18])[C:13](Cl)=[O:14].O>N1C=CC=CC=1>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][N:7]([CH3:8])[C:13]([N:12]([CH3:11])[CH:16]([C:20]2[C:21]([C:26]([F:29])([F:28])[F:27])=[N:22][CH:23]=[N:24][CH:25]=2)[CH:17]([CH3:19])[CH3:18])=[O:14])=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 66905Benzenemethanamine, 4-chloro-N-methyl-HCID 22648762N-methyl-N-(2-methyl-1-(4-trifluoromethyl-pyrimidin-5-yl)-propyl]-carbamoyl chloride

生成物 1

HCID 226487481-(4-Chlorobenzyl)-1,3-dimethyl-3-[2-methyl-1-(4-trifluoromethyl-pyrimidin-5-yl)-propyl]-urea収率 53%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

0.16 g (1.0 mmol) of (4-chlorobenzyl)-methylamine was dissolved in 30 ml of pyridine, and 0.3 g (1.0 mmol) of N-methyl-N-(2-methyl-1-(4-trifluoromethyl-pyrimidin-5-yl)-propyl]-carbamoyl chloride was dropwise added, followed by stirring at room temperature for 10 hours. To the reaction solution, 50 ml of water was added, followed by extraction with diethyl ether. The obtained organic phase was washed twice with 30 ml of a dilute citric acid aqueous solution, followed by drying over anhydrous magnesium sulfate. Diethyl ether was distilled off under reduced pressure, and the obtained crude product was purified by silica gel chromatography (developing solvent/n-hexane:ethyl acetate=8:1 to 3:1) to obtain 0.22 g (yield: 52%) of 1-(4-chlorobenzyl)-1,3-dimethyl-3-[2-methyl-1-(4-trifluoromethyl-pyrimidin-5-yl)-propyl]-urea as colorless crystals (melting point: 95-98° C.).

後処理

  1. extractionfollowed by extraction with diethyl ether
  2. washThe obtained organic phase was washed twice with 30 ml of a dilute citric acid aqueous solution
  3. dry with materialby drying over anhydrous magnesium sulfate
  4. distillationDiethyl ether was distilled off under reduced pressure
  5. customthe obtained crude product
  6. customwas purified by silica gel chromatography (developing solvent/n-hexane:ethyl acetate=8:1 to 3:1)

出典と根拠

ORDレコード
ord-b78e4978d4cc488ba0ae97f5638edd15
出典データセット
uspto-grants-2004_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06806230B1

反応ノート

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