1-Fluoro-2-nitrobenzene → (2-Nitrophenyl)-(1,3,5-trimethyl-1H-pyrazol-4-yl)-amine

HRID 1599081ノート

反応式

HRID 1599081 の反応式
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[NH2:11][C:12]1[C:13]([CH3:19])=[N:14][N:15]([CH3:18])[C:16]=1[CH3:17]>C(O)C.O>[N+:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:11][C:12]1[C:13]([CH3:19])=[N:14][N:15]([CH3:18])[C:16]=1[CH3:17])([O-:10])=[O:9]

参加物

5

反応物 2

HCID 738951-Fluoro-2-nitrobenzeneHCID 1616031,3,5-trimethyl-1H-pyrazol-4-amine

生成物 1

HCID 18929580(2-Nitrophenyl)-(1,3,5-trimethyl-1H-pyrazol-4-yl)-amine収率 49.3%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a solution of 1-fluoro-2-nitrobenzene (7.47 mL, 70.9 mmol) in ethanol (35 mL) and H2O (105 mL) was added 4-amino-1,3,5-trimethylpyrazole (8.8 g, 70.9 mmol). The solution was refluxed for 15 h, then cooled to room temperature. The precipate was separated by filteration and washed with 25% aqueous ethanol to yield the title compound (8.6 g): 1HNMR (CDCl3, 300 MHz) δ 8.81 (s, 1H), 8.18 (dd, 2H, J=1.6, 8.7), 6.69(m, 1H) 6.61 (dd, 1H, J=1.2, 8.7), 3.77 (s, 3H), 2.10 (s, 3H), 2.06 (s, 3H); low resolution MS(FAB) m/z 247(MH+).

後処理

  1. temperatureThe solution was refluxed for 15 h
  2. customThe precipate was separated by filteration
  3. washwashed with 25% aqueous ethanol

出典と根拠

ORDレコード
ord-ab55728bdcbd417188f816f4a0759c0b
出典データセット
uspto-grants-1998_04
特許番号
US05739129

反応ノート

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