1-Fluoro-2-nitrobenzene → 4-Methyl-2-(2-nitro-phenylamino)-benzonitrile

HRID 131310

反応式

HRID 131310 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[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:13]=1[C:14]#[N:15].O.[OH-].[Li+]>CS(C)=O>[CH3:20][C:18]1[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[C:12]([NH:11][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[N+:8]([O-:10])=[O:9])[CH:19]=1

参加物

5

反応物 3

HCID 738951-Fluoro-2-nitrobenzeneHCID 168937Lithium hydroxide, monohydrateHCID 28012762-Amino-4-methylbenzonitrile

生成物 1

HCID 210935294-Methyl-2-(2-nitro-phenylamino)-benzonitrile

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

Combine 1-fluoro-2-nitro-benzene (5.34 g, 37.83 mmol), 2-amino-4-methyl-benzonitrile (5.00 g, 37.83 mmol), lithium hydroxide monohydrate (3.17 g, 75.66 mmol) and DMSO (70.0 ml) and stir at 55° C. Afer 16 hours; cool to ambient temperature, pour the mixture onto ice chips and stir. After 1 hour, remove the resulting yellow precipitate by vacuum filtration. Dry the precipitate under vacuum, recrystallize in ethanol to give 5.15 g (54%) of fine, amber colored needles: mp 162-164° C.; mass spectrum (ion spray): m/z 254.0 (M+1).

後処理

  1. customAfer 16 hours
  2. additionpour the mixture onto ice chips
  3. customremove the resulting yellow precipitate
  4. filtrationby vacuum filtration
  5. customDry the precipitate under vacuum
  6. customrecrystallize in ethanol
  7. customto give 5.15 g (54%) of fine, amber colored needles

出典と根拠

ORDレコード
ord-357fcf9ce6314f65ad7576ea9c7b50b7
出典データセット
uspto-grants-2008_06
特許番号
US07384934B2

関連ノート

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