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Water → 4-(aminomethyl)-6-bromo-1-(4-methoxybenzyl)-4-(trifluoromethyl)-3,4-dihydroquinazolin-2(1H)-one

HRID 1878031
ノート
印刷プレビュー

反応式

HRID 1878031 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)[C:7](=[O:21])[NH:6][C:5]2([CH2:26][N+:27]([O-])=O)[C:22]([F:25])([F:24])[F:23].[Cl-].[NH4+].O>CO.[Fe]>[NH2:27][CH2:26][C:5]1([C:22]([F:24])([F:25])[F:23])[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([Br:1])[CH:3]=2)[N:8]([CH2:12][C:13]2[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=2)[C:7](=[O:21])[NH:6]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 3

HCID 962WaterHCID 25517Ammonium ChlorideHCID 684911796-Bromo-1-(4-methoxybenzyl)-4-(nitromethyl)-4-(trifluoromethyl)-3,4-dihydroquinazolin-2(1H)-one

生成物 1

HCID 684886144-(aminomethyl)-6-bromo-1-(4-methoxybenzyl)-4-(trifluoromethyl)-3,4-dihydroquinazolin-2(1H)-one

試薬・触媒・溶媒 2

HCID 23925Iron触媒
HCID 887
Methanol
溶媒
2 回

実験手順

6-Bromo-1-(4-methoxybenzyl)-4-(nitromethyl)-4-(trifluoromethyl)-3,4-dihydroquinazolin-2(1H)-one (1.0 g, 2.1 mmol), iron (294 mg, 5.3 mmol) and ammonium chloride (562 mg, 10.5 mmol) were stirred in methanol (5 mL) and water (5 mL) and the resulting solution was heated overnight under reflux. After the reaction solution was cooled to room temperature, methanol (10 mL) was added thereto, and the mixture was stirred at room temperature for 1 hour. After the resulting solid was removed by filtration, the mother liquid was concentrated, and the residue was washed sequentially with water and saturated brine and then dried over magnesium sulfate. After the drying agent was removed by filtration, the solvent was evaporated under reduced pressure, whereby the objective compound (958 mg, quant.) was obtained as a colorless foamy solid.

後処理

  1. temperatureunder reflux
  2. customAfter the resulting solid was removed by filtration
  3. concentrationthe mother liquid was concentrated
  4. washthe residue was washed sequentially with water and saturated brine
  5. dry with materialdried over magnesium sulfate
  6. customAfter the drying agent was removed by filtration
  7. customthe solvent was evaporated under reduced pressure, whereby the objective compound (958 mg, quant.)
  8. customwas obtained as a colorless foamy solid

出典と根拠

ORDレコード
ord-dee237c2464647dfb08703c87693d45e
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08314094B2

反応ノート

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