Acetamide → 6-Chloroquinolin-2-amine

HRID 514858ノート

反応式

HRID 514858 の反応式
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:12])[CH:8]=2)[N:3]=1.C([NH2:16])(=O)C.C([O-])([O-])=O.[K+].[K+]>>[Cl:12][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([NH2:16])[CH:11]=[CH:10]2

参加物

4

反応物 3

HCID 178AcetamideHCID 11430Potassium CarbonateHCID 6075022,6-Dichloroquinoline2 回

生成物 1

HCID 140674256-Chloroquinolin-2-amine収率 98.5%

反応条件

温度
200 °C

実験手順

A mixture of 2,6-dichloroquinoline (500 mg, 2.5 mmol), acetamide (3 g, 50.8 mmol) and K2CO3 (1.75 g, 12.7 mmol) in a round bottom flask was stirred at 200° C. for 1.5 hours until TLC indicated that 2,6-dichloroquinoline was consumed. The resulting mixture was cooled to room temperature, and was partitioned between dichloromethane and H2O, the organic layer was dried over anhydrous Na2SO4, concentrated, and the residue was purified by a standard method to give 440 mg of the title compound. LCMS (m/z): 179.7 (M+1)+

後処理

  1. customwas consumed
  2. temperatureThe resulting mixture was cooled to room temperature
  3. customwas partitioned between dichloromethane and H2O
  4. dry with materialthe organic layer was dried over anhydrous Na2SO4
  5. concentrationconcentrated
  6. customthe residue was purified by a standard method

出典と根拠

ORDレコード
ord-f129f5d84519442e989db335c55789f1
出典データセット
uspto-grants-2015_08
特許番号
US09108921B2

反応ノート

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