Hydrochloric Acid → 2-Cyclopropylamino-6-fluoro-3-nitrobenzoic acid

HRID 243107노트

반응식

HRID 243107 반응식
F[C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]([F:14])[C:3]=1[C:4]([OH:6])=[O:5].CCN(CC)CC.[CH:22]1([NH2:25])[CH2:24][CH2:23]1.Cl>O>[CH:22]1([NH:25][C:2]2[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]([F:14])[C:3]=2[C:4]([OH:6])=[O:5])[CH2:24][CH2:23]1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 69828CyclopropylamineHCID 3026292,6-Difluoro-3-nitrobenzoic acid

생성물 1

HCID 681570042-Cyclopropylamino-6-fluoro-3-nitrobenzoic acid수율 71.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of 2,6-difluoro-3-nitrobenzoic acid (1.0 g, 4.92 mmol) in IMS (5 mL) and water (5 mL) were added Et3N (1.23 mL, 8.86 mmol) and cyclopropylamine (360 μL, 5.17 mmol). The reaction mixture was stirred at RT for 28 h. The pH of the solution was adjusted to 1 by addition of 1M aqueous HCl. A precipitate formed and this solid was collected by filtration, washing with water to afford the title compound (841 mg, 71%) as a yellow solid. 1H NMR (CDCl3, 400 MHz): δ 8.78 (1H, s), 8.28 (1H, dd, J=9.45, 5.85 Hz), 6.49 (1H, m), 2.84 (1H, m), 0.85 (2H, m), 0.68 (2H, m)

후처리

  1. customA precipitate formed
  2. filtrationthis solid was collected by filtration
  3. washwashing with water

출처 및 근거

ORD 기록
ord-e396967288734772a42910052cb3d439
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653089B2

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