2-Methyl-4-nitroaniline → HCID 13325055、化合物

HRID 436342ノート

反応式

HRID 436342 の反応式
[C:1]([C:6]1[CH:14]=[C:10]([C:11]([OH:13])=O)[C:9]([OH:15])=[CH:8][CH:7]=1)([CH2:4][CH3:5])([CH3:3])[CH3:2].[CH3:16][C:17]1[CH:23]=[C:22]([N+:24]([O-:26])=[O:25])[CH:21]=[CH:20][C:18]=1[NH2:19].P(Cl)(Cl)Cl>C1(C)C(C)=CC=CC=1>[C:1]([C:6]1[CH:14]=[C:10]([C:11]([NH:19][C:18]2[CH:20]=[CH:21][C:22]([N+:24]([O-:26])=[O:25])=[CH:23][C:17]=2[CH3:16])=[O:13])[C:9]([OH:15])=[CH:8][CH:7]=1)([CH2:4][CH3:5])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 74412-Methyl-4-nitroanilineHCID 24387Phosphorus trichlorideHCID 2687425-tert-amylsalicylic acid

生成物 1

HCID 13325055HCID 13325055、化合物収率 55%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒2 回

反応条件

温度
70 °C

実験手順

A mixture of 10.4 g of 5-tert-amylsalicylic acid and 7.6 g of 2-methyl-4-nitroaniline in 100 ml of xylene is heated at 70° C and to the mixture is added a solution of 2.6 g of phosphorus trichloride in 10 ml of xylene. The whole mixture is refluxed for two and a half hours. The hot reaction solution is decanted. The supernatant solution is cooled on an ice bath. The crystalline precipitate is collected by filtration. Recrystallization from methanol gives 9.4 g of the title compound as pale yellow crystals, melting at 150°-151° C.

後処理

  1. temperatureThe whole mixture is refluxed for two and a half hours
  2. customThe hot reaction solution is decanted
  3. temperatureThe supernatant solution is cooled on an ice bath
  4. filtrationThe crystalline precipitate is collected by filtration
  5. customRecrystallization from methanol

出典と根拠

ORDレコード
ord-d50b71e33c6a4b27a4aea1b073c2c676
出典データセット
uspto-grants-1977_02
特許番号
US04008274

反応ノート

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