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

HRID 1465801

反応式

HRID 1465801 の反応式
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]

参加物

4

反応物 2

HCID 674Dimethylamine2 回HCID 742185-Chloro-2-nitroaniline

生成物 1

HCID 27334513-Amino-N,N-dimethyl-4-nitroaniline収率 96%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
90 °C

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-dc3d02c093834155bc6c1f51c859e3aa
出典データセット
uspto-grants-2015_04
特許番号
US08999993B2

関連ノート

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