Ethanol → 2-(Benzylthio)-3-nitropyridine

HRID 548380

反応式

HRID 548380 の反応式
C(O)C.Cl[C:5]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[CH:7][N:6]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:20]([SH:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>O>[CH2:20]([S:27][C:5]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[CH:7][N:6]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

参加物

6

反応物 4

HCID 702EthanolHCID 7509Benzyl mercaptanHCID 11430Potassium CarbonateHCID 796132-Chloro-3-nitropyridine

生成物 1

HCID 5073002-(Benzylthio)-3-nitropyridine収率 85%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
25 °C

実験手順

Ethanol (150 mL) was added to a mixture of 2-chloro-3-nitro-pyridine (5 g, 31.54 mmol) and potassium carbonate (4.8 g, 34.7 mmol). Benzyl mercaptan (4.09 mL, 34.7 mmol) was added followed by water (30 mL). The mixture stirred at 25° C. for 4 h. Water (350 mL) was added and the product precipitated. The solid was collected by vacuum filtration, rinsed with water (100 mL) and dried in vacuo for 4 h to afford the desired product, 2-benzylsulfanyl-3-nitro-pyridine (6.6 g, 26.8 mmol, 85%), as a yellow powder. 1H NMR (400 MHz, DMSO-d6) δ: 4.47 (2H, s), 7.21-7.31 (3H, m), 7.40-7.45 (3H, m), 8.58 (1H, dd, J1=8.6 Hz, J2=1.7 Hz), 8.83 (1H, dd, J1=4.7 Hz, J2=1.7 Hz).

後処理

  1. customthe product precipitated
  2. filtrationThe solid was collected by vacuum filtration
  3. washrinsed with water (100 mL)
  4. customdried in vacuo for 4 h

出典と根拠

ORDレコード
ord-e77acf78af3d477db297222b3e5a598d
出典データセット
uspto-grants-2011_05
特許番号
US07939524B2

関連ノート

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