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Dichloromethane → HCID 69849532、化合物

HRID 393154
ノート
印刷プレビュー

反応式

HRID 393154 の反応式
[CH3:1][CH:2]([CH3:24])[CH:3]([NH:14][CH2:15][CH2:16][NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:4]1[C:5]([C:10]([F:13])([F:12])[F:11])=[N:6][CH:7]=[N:8][CH:9]=1.C(N(CC)CC)C.ClCCl.[C:35](Cl)(Cl)=[O:36]>O>[CH3:1][CH:2]([CH3:24])[CH:3]([N:14]1[CH2:15][CH2:16][N:17]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:35]1=[O:36])[C:4]1[C:5]([C:10]([F:12])([F:11])[F:13])=[N:6][CH:7]=[N:8][CH:9]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6344Dichloromethane2 回HCID 6371PhosgeneHCID 8471TriethylamineHCID 22648755HCID 22648755、化合物

生成物 1

HCID 69849532HCID 69849532、化合物収率 68.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

1.05 g (4.2 mol) of 5-(1-chloro-2-methylpropyl)-4-trifluoromethylpyrimidine and 0.61 (4.2 mol) of N-phenylethylenediamine were added to 10 ml of isopropyl alcohol, followed by stirring at room temperature for 6 hours. After completion of the reaction, the reaction solution was concentrated, then poured into water and extracted with ethyl acetate, and purified by silica gel column chromatography (ethyl acetate:n-hexane=1:1 to ethyl acetate) to obtain 0.38 g of N-[2-methyl-1-(4-trifluoromethylpyrimidin-5-yl)-propyl]-N′-phenylethane-1,2-diamine. Then, 0.38 g (1 mmol) of N-[2-methyl-1-(4-trifluoromethylpyrimidin-5-yl)-propyl]-N′-phenylethane-1,2-diamine and 0.5 g (5 mmol) of triethylamine were added to 10 ml of dichloromethane, and a dichloromethane solution containing 0.2 g (2 mmol) of phosgene was dropwise added under cooling with ice. After the dropwise addition, stirring was further continued at room temperature for 1 hour to terminate the reaction. After termination of the reaction, the product was poured into water, washed with an aqueous sodium hydrogencarbonate solution, dried and concentrated, and the obtained oily product was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:1 to ethyl acetate) to obtain 0.25 g (yield: 61%) of 1-[2-methyl-1-(4-trifluoromethyl-pyrimidin-5-yl)-propyl]-3-phenylimidazolin-2-one as colorless crystals (melting point: 126-128° C.).

後処理

  1. additionwas dropwise added
  2. temperatureunder cooling with ice
  3. additionAfter the dropwise addition
  4. customto terminate
  5. customthe reaction
  6. customAfter termination of the reaction
  7. washwashed with an aqueous sodium hydrogencarbonate solution
  8. customdried
  9. concentrationconcentrated
  10. customthe obtained oily product was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:1 to ethyl acetate)

出典と根拠

ORDレコード
ord-0a71339639754f2bb4bf12f6cf184d9d
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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