Dimethylamine → 3-Amino-N,N-dimethyl-4-nitroaniline

HRID 1465801

반응식

HRID 1465801 반응식
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([CH:8]=1)[NH2:7].[CH3:12][NH:13][CH3:14]>C(O)C>[CH3:12][N:13]([CH3:14])[C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([CH:8]=1)[NH2:7]

참가 물질

4

반응물 2

HCID 674Dimethylamine2회HCID 742185-Chloro-2-nitroaniline

생성물 1

HCID 27334513-Amino-N,N-dimethyl-4-nitroaniline수율 96%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
90 °C

실험 절차

To a solution of 5-chloro-2-nitroaniline (4.14 g, 24.0 mmol) in ethanol (62 ml) in a sealed thick-walled tube, was added aqueous 40% dimethylamine solution (22.5 ml, 178 mmol, 7.4 eq) and the mixture heated in a 90° C. oil-bath for 2 days (CAUTION: High pressure). After cooling, additional 40% dimethylamine solution (7.5 ml) was added and heating continued for a further 3 days. The reaction mixture was cooled to room temperature and the contents were tipped onto ice (250 ml). After stirring the suspension was filtered, washed with water (200 ml) and dried under vacuum to give 5-dimethylamino-2-nitroaniline as a bright yellow solid (4.16 g, 96%), mp 138.5-139.8° C. (lit. (8) mp 140° C.).

후처리

  1. temperatureAfter cooling
  2. temperatureheating
  3. temperatureThe reaction mixture was cooled to room temperature
  4. filtrationwas filtered
  5. washwashed with water (200 ml)
  6. customdried under vacuum

출처 및 근거

ORD 기록
ord-dc3d02c093834155bc6c1f51c859e3aa
출처 데이터셋
uspto-grants-2015_04
특허 번호
US08999993B2

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