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

HRID 2068674노트

반응식

HRID 2068674 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-fcf5c8a5f46840ddb961fe040035e221
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299065B2

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