Potassium Carbonate → (4-Pyridin-4-yl-phenyl)-thiourea

HRID 2076134ノート

反応式

HRID 2076134 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=2)=[CH:3][CH:2]=1.C([N:22]=[C:23]=[S:24])(=O)C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1.O>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:23]([NH2:22])=[S:24])=[CH:9][CH:8]=2)=[CH:3][CH:2]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 68284Benzoyl isothiocyanateHCID 15126544-(Pyridin-4-yl)aniline

生成物 1

HCID 86632614(4-Pyridin-4-yl-phenyl)-thiourea収率 152.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 4-pyridin-4-yl-phenylamine (142 mg, 0.83 mmol) in tetrahydrofurane (5 mL) was added drop wise under benzoyl isothiocyanate (124 uL, 0.88 mmol). The reaction was stirred at room temperature for 3 hours. The solvent was removed under reduced pressure. The residue was dissolved in methanol (6 mL) and a solution of potassium carbonate (346 mg, 2.5 mmol) in water (3 mL) was added. The resulting suspension was stirred at room temperature over night. The precipitate was filtered off, washed with water and diethyl ether to yield the title compound as a pale yellow solid (291 mg, 152%). MS ISP (m/e): 230.2 (56) [(M+H)+], 213.0 (100) [(M-NH3+H)+]. 1H NMR (DMSO-D6, 300 MHz): δ (ppm)=9.86 (s, 1H, NH), 8.61 (d, 2H), 7.79 (d, 2H), 7.69 (d, 1H), 7.61 (d, 2H).

後処理

  1. customThe solvent was removed under reduced pressure
  2. dissolutionThe residue was dissolved in methanol (6 mL)
  3. stirringThe resulting suspension was stirred at room temperature over night
  4. filtrationThe precipitate was filtered off
  5. washwashed with water and diethyl ether

出典と根拠

ORDレコード
ord-36fb475ce95b4f3ebacbd30f437b9e8d
出典データセット
uspto-grants-2011_04
特許番号
US07923450B2

反応ノート

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