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

HRID 1160839노트

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HRID 1160839 반응식
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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 31374Dimethylacetamide용매2회

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온도
77.5 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-553cb165e6454b8583fe610a05b79e66
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816552B2

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