2,6-Dimethylaniline → N-(2,6-Dimethylphenyl)-4-nitrobenzamide

HRID 973709노트

반응식

HRID 973709 반응식
[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:3]=1[NH2:4].C(=O)([O-])[O-].[K+].[K+].[N+:16]([C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=1)([O-:18])=[O:17]>O1CCCC1>[N+:16]([C:19]1[CH:20]=[CH:21][C:22]([C:23]([NH:4][C:3]2[C:5]([CH3:9])=[CH:6][CH:7]=[CH:8][C:2]=2[CH3:1])=[O:24])=[CH:26][CH:27]=1)([O-:18])=[O:17]

참가 물질

5

반응물 3

HCID 68962,6-DimethylanilineHCID 85024-Nitrobenzoyl chlorideHCID 11430Potassium Carbonate

생성물 1

HCID 477704N-(2,6-Dimethylphenyl)-4-nitrobenzamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 0.09 moles of 2,6-dimethyl-aniline in 35 ml of tetrahydrofuran was added to 200 ml of 20% (w/v) aqueous potassium carbonate contained in a one liter flask. A solution of 20 g of p-nitrobenzoyl chloride in 35 ml of tetrahydrofuran was added dropwise. The resulting mixture was refluxed for 12 hours while the pH was maintained at or above pH 8. The solution was cooled to room temperature and extracted three times, each with 100 ml of chloroform. The extracts were combined, dried over magnesium sulfate, and evaporated in vacuo. The resulting residue was crystallized from petroleum ether/benzene affording 15 g of the desired subtitle intermediate, m.p. 192-194.

후처리

  1. customcontained in a one liter flask
  2. temperatureThe resulting mixture was refluxed for 12 hours while the pH
  3. temperaturewas maintained at or above pH 8
  4. extractionextracted three times
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo
  7. customThe resulting residue was crystallized from petroleum ether/benzene affording 15 g of the desired subtitle intermediate, m.p. 192-194

출처 및 근거

ORD 기록
ord-a1d3ec810ca944548d66c9da4648afa1
출처 데이터셋
uspto-grants-1991_11
특허 번호
US05064862

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