6-Nitro-m-toluidine → Isopropylidene (5-methyl-2-nitroanilino)methylenemalonate

HRID 613562ノート

反応式

HRID 613562 の反応式
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([CH:8]=1)[NH2:7].[CH3:12][C:13]1([CH3:21])[O:18][C:17](=[O:19])[CH2:16][C:15](=[O:20])[O:14]1.[CH:22](OCC)(OCC)OCC>C(O)C>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([CH:8]=1)[NH:7][CH:22]=[C:16]1[C:17](=[O:19])[O:18][C:13]([CH3:21])([CH3:12])[O:14][C:15]1=[O:20]

参加物

5

反応物 3

HCID 113566-Nitro-m-toluidineHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 31214Ethyl orthoformate

生成物 1

HCID 53705573Isopropylidene (5-methyl-2-nitroanilino)methylenemalonate収率 75.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒3 回

実験手順

To a stirred suspension of 5-methyl-2-nitroaniline (10.0 g) in ethanol (20 ml) were added 2,2-dimethyl-1,3-dioxane-4,6-dione (9.95 g) and triethyl orthoformate (10.7 g) at 50° C. The resulting mixture was heated at 120° C. for one hour during which time ethanol (20 ml) was added to the mixture and ethanol liberated was distilled off. After cooling, ethyl acetate (40 ml) was added thereto and the resulting precipitate was collected by filtration. The solid was washed with hot ethanol (40 ml) and allowed to cool to ambient temperature. The precipitate was collected by filtration and air-dried to afford isopropylidene (5-methyl-2-nitroanilino)methylenemalonate (15.2 g) as yellow needles.

後処理

  1. distillationliberated was distilled off
  2. temperatureAfter cooling
  3. additionethyl acetate (40 ml) was added
  4. filtrationthe resulting precipitate was collected by filtration
  5. washThe solid was washed with hot ethanol (40 ml)
  6. filtrationThe precipitate was collected by filtration
  7. customair-dried

出典と根拠

ORDレコード
ord-caf00fac7d5440259ad637ff373070c2
出典データセット
uspto-grants-1999_12
特許番号
US06008230

反応ノート

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