Benzoyl isothiocyanate → HCID 59603075、化合物

HRID 2068706ノート

反応式

HRID 2068706 の反応式
[CH2:1]([O:8][C:9]1[C:10]([CH3:17])=[CH:11][C:12]([Br:16])=[C:13]([NH2:15])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:18]([N:26]=[C:27]=[S:28])(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CC(C)=O>[C:18]([NH:26][C:27]([NH:15][C:13]1[CH:14]=[C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:10]([CH3:17])=[CH:11][C:12]=1[Br:16])=[S:28])(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

4

反応物 2

HCID 68284Benzoyl isothiocyanateHCID 70180235-(Benzyloxy)-2-bromo-4-methylaniline

生成物 1

HCID 59603075HCID 59603075、化合物収率 89.9%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

実験手順

To a solution of 5-benzyloxy-2-bromo-4-methyl-phenylamine (0.50 g, 1.71 mmol) in acetone (20 mL) was added benzoylisothiocyanate (0.28 mL, 2.08 mmol) dropwise at room temperature. The resulting reaction mixture was stirred for 30 min. at the same temperature. After completion of reaction (TLC monitoring), acetone was distilled off, the solid residue was stirred in hexane for 5-10 min and then filtered to obtain the desired product as white solid (0.70 g, 88%). 1H NMR (400 MHz, DMSO-d6): δ 2.20 (s, 3H), 5.10 (s, 2H), 7.33 (m, 1H), 7.40 (t, J=7.20 Hz, 2H), 7.48 (d, J=7.60 Hz, 2H), 7.55 (m, 3H), 7.67 (m, 1H), 7.73 (s, 1H), 8.0 (d, J=7.20 Hz, 2H), 11.81 (br s, 1H) and 12.59 (br s, 1H).

後処理

  1. customThe resulting reaction mixture
  2. distillationwas distilled off
  3. stirringthe solid residue was stirred in hexane for 5-10 min
  4. filtrationfiltered

出典と根拠

ORDレコード
ord-f927e7034b9e4aaca502d349e1e301d1
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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