2-Methyl-4-nitroaniline → HCID 13325055, 화합물

HRID 436342노트

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HRID 436342 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 13325055HCID 13325055, 화합물수율 55%

시약·촉매·용매 1

HCID 7237O-Xylene용매2회

반응 조건

온도
70 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d50b71e33c6a4b27a4aea1b073c2c676
출처 데이터셋
uspto-grants-1977_02
특허 번호
US04008274

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