Acetamide → 6-Chloroquinolin-2-amine

HRID 514858노트

반응식

HRID 514858 반응식
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

참가 물질

4

반응물 3

HCID 178AcetamideHCID 11430Potassium CarbonateHCID 6075022,6-Dichloroquinoline2회

생성물 1

HCID 140674256-Chloroquinolin-2-amine수율 98.5%

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온도
200 °C

실험 절차

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)+

후처리

  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

출처 및 근거

ORD 기록
ord-f129f5d84519442e989db335c55789f1
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108921B2

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