3-Nitroaniline → 2-chloro-N-(3-nitrophenyl)acetamide

HRID 1787710노트

반응식

HRID 1787710 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][CH:10]=1)[NH2:7])([O-:3])=[O:2].C(N(CC)CC)C.ClC(O[C:22]([Cl:24])=O)=O.[C:25](=O)(O)[O-:26].[Na+]>O1CCCC1>[Cl:24][CH2:22][C:25]([NH:7][C:6]1[CH:8]=[CH:9][CH:10]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)=[O:26]

참가 물질

6

반응물 4

HCID 74233-NitroanilineHCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 15856549Chloroformic acid anhydride

생성물 1

HCID 5320662-chloro-N-(3-nitrophenyl)acetamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

13.8 g of 3-nitroaniline is dissolved in 500 ml of tetrahydrofuran. 30.5 ml of triethylamine and 19.4 g of chloroformic acid anhydride are added at 0° C. It is stirred for 12 hours at room temperature. The reaction mixture is mixed with semi-saturated sodium bicarbonate solution and extracted with ethyl acetate. The organic solution is washed with saturated sodium chloride solution, dried on sodium sulfate, concentrated by evaporation and after purification by chromatography on silica gel, 20.0 g of the title compound is obtained.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic solution is washed with saturated sodium chloride solution
  3. customdried on sodium sulfate
  4. concentrationconcentrated by evaporation
  5. customafter purification by chromatography on silica gel

출처 및 근거

ORD 기록
ord-89573fb1735a40b7a8f339fe3cdb01ad
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07511059B2

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