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

HRID 1787710ノート

反応式

HRID 1787710 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-89573fb1735a40b7a8f339fe3cdb01ad
出典データセット
uspto-grants-2009_03
特許番号
US07511059B2

反応ノート

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