Benzoyl isothiocyanate → 1-Benzoyl-3-(5-bromo-2,4-difluoro-phenyl)-thiourea

HRID 2068684ノート

反応式

HRID 2068684 の反応式
[Br:1][C:2]1[C:3]([F:10])=[CH:4][C:5]([F:9])=[C:6]([CH:8]=1)[NH2:7].[C:11]([N:19]=[C:20]=[S:21])(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CC(C)=O>[C:11]([NH:19][C:20]([NH:7][C:6]1[CH:8]=[C:2]([Br:1])[C:3]([F:10])=[CH:4][C:5]=1[F:9])=[S:21])(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

4

反応物 2

HCID 68284Benzoyl isothiocyanateHCID 27832955-Bromo-2,4-difluoroaniline

生成物 1

HCID 596030931-Benzoyl-3-(5-bromo-2,4-difluoro-phenyl)-thiourea収率 95.2%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a solution of 5-bromo-2,4-difluoro aniline (1.0 g, 4.81 mmol) in acetone (25.0 mL) was added drop wise benzoyl isothiocyanate (0.71 mL, 5.29 mmol). The resulting reaction mixture was allowed to stir at room temperature for 30 min. After the completion of the reaction (TLC monitoring), the solvent was evaporated and the residue was washed with hexane and ether to get the title compound (1.70 g, quantitative yield) as a white solid. 1H-NMR (400 MHz, CDCl3): δ 7.02-7.06 (m, 1H), 7.56 (t, J=8.0 Hz, 2H), 7.68 (t, J=7.60 Hz, 1H), 7.91 (d, J=7.60 Hz, 2H), 8.67 (t, J=7.60 Hz, 1H), 9.15 (br s, 1H) and 12.65 (br s, 1H).

後処理

  1. customThe resulting reaction mixture
  2. customAfter the completion of the reaction (TLC monitoring)
  3. customthe solvent was evaporated
  4. washthe residue was washed with hexane and ether

出典と根拠

ORDレコード
ord-d5f114523f204b3e9e0085a9a7401caa
出典データセット
uspto-grants-2012_10
特許番号
US08299065B2

反応ノート

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