Ammonium Chloride → 5-Amino-7-fluoro-1-propyl-1,3-dihydro-indol-2-one

HRID 2114892노트

반응식

HRID 2114892 반응식
[F:1][C:2]1[CH:3]=[C:4]([N+:15]([O-])=O)[CH:5]=[C:6]2[C:10]=1[N:9]([CH2:11][CH2:12][CH3:13])[C:8](=[O:14])[CH2:7]2.[Cl-].[NH4+]>C(O)C.O.ClCCl.[Fe]>[NH2:15][C:4]1[CH:5]=[C:6]2[C:10](=[C:2]([F:1])[CH:3]=1)[N:9]([CH2:11][CH2:12][CH3:13])[C:8](=[O:14])[CH2:7]2

참가 물질

7

반응물 2

HCID 25517Ammonium ChlorideHCID 692726077-Fluoro-5-nitro-1-propyl-1,3-dihydro-indol-2-one

생성물 1

HCID 692741315-Amino-7-fluoro-1-propyl-1,3-dihydro-indol-2-one

시약·촉매·용매 4

HCID 23925Iron촉매HCID 702Ethanol용매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

Iron powder (0.855 g, 15.3 mmol) is added in small portions to 7-fluoro-5-nitro-1-propyl-1,3-dihydro-indol-2-one (0.910 g, 3.82 mmol) and ammonium chloride (2.02 g, 38.2 mmol) in ethanol (60 ml) and water (30 ml) at 90° C. The reaction mixture is stirred vigorously and heated for 60 min, cooled to room temperature, and diluted with dichloromethane (300 ml). The mixture is filtered through celite, the organic layer separated and washed with water and brine, dried over sodium sulfate and evaporated to give the title compound as a dark brown solid. HPLC r.t. 3.03 min; MS for C11H13FN2O m/z 209.0 (M+H)+.

후처리

  1. temperatureheated for 60 min
  2. filtrationThe mixture is filtered through celite
  3. customthe organic layer separated
  4. washwashed with water and brine
  5. dry with materialdried over sodium sulfate
  6. customevaporated

출처 및 근거

ORD 기록
ord-4d658204464b46289694d4adca22a817
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07435751B2

반응 노트

불러오는 중…