Methylamine → 2,6-Dimethyl-4-[3-(methylamino)-4-nitrophenoxy]aniline

HRID 1160839ノート

反応式

HRID 1160839 の反応式
Cl[C:2]1[CH:7]=[C:6](Cl)[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH3:12][NH2:13].[NH2:14][C:15]1[C:20]([CH3:21])=[CH:19][C:18]([OH:22])=[CH:17][C:16]=1[CH3:23].CC(C)([O-])C.[K+]>CN(C)C(=O)C.O>[NH2:14][C:15]1[C:20]([CH3:21])=[CH:19][C:18]([O:22][C:6]2[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([NH:13][CH3:12])[CH:7]=2)=[CH:17][C:16]=1[CH3:23]

参加物

7

反応物 4

HCID 6329MethylamineHCID 118992,4-DichloronitrobenzeneHCID 765434-Amino-3,5-dimethylphenolHCID 23665647Potassium tert-butoxide

生成物 1

HCID 667016652,6-Dimethyl-4-[3-(methylamino)-4-nitrophenoxy]aniline収率 67%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 31374Dimethylacetamide溶媒2 回

反応条件

温度
77.5 °C

実験手順

To a solution of 2,4-dichloronitrobenzene (3.0 g) in N,N-dimethylacetamide (30 ml) was added a 40% aqueous solution of methylamine (4.9 g) at room temperature, and the resulting mixture was stirred at 75-80° C. for 1.5 hours. To the reaction mixture were added 4-amino-3,5-dimethylphenol (2.2 g), potassium t-butoxide (3.5 g), and N,N-dimethylacetamide (15 ml), and the resulting mixture was stirred at the same temperature for 3 hours. After stirring, water (60 ml) was added to the reaction mixture, and the resulting mixture was cooled gradually to room temperature. The crystalline solid precipitated was collected by filtration and dried in vacuo to afford the title compound (3.0 g, yield: 67%) as a yellow crystalline solid.

後処理

  1. stirringthe resulting mixture was stirred at the same temperature for 3 hours
  2. stirringAfter stirring
  3. temperaturethe resulting mixture was cooled gradually to room temperature
  4. customThe crystalline solid precipitated
  5. filtrationwas collected by filtration
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-553cb165e6454b8583fe610a05b79e66
出典データセット
uspto-grants-2010_10
特許番号
US07816552B2

反応ノート

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