Methyl iodide → 8-fluoro-1-methyl-6-nitro-3,4-dihydro-1H-quinolin-2-one

HRID 1991324노트

반응식

HRID 1991324 반응식
[F:1][C:2]1[CH:3]=[C:4]([N+:13]([O-:15])=[O:14])[CH:5]=[C:6]2[C:11]=1[NH:10][C:9](=[O:12])[CH2:8][CH2:7]2.I[CH3:17]>CN(C=O)C.O>[F:1][C:2]1[CH:3]=[C:4]([N+:13]([O-:15])=[O:14])[CH:5]=[C:6]2[C:11]=1[N:10]([CH3:17])[C:9](=[O:12])[CH2:8][CH2:7]2

참가 물질

5

반응물 2

HCID 6328Methyl iodideHCID 21877762HCID 21877762, 화합물

생성물 1

HCID 218779148-fluoro-1-methyl-6-nitro-3,4-dihydro-1H-quinolin-2-one수율 89%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

8-Fluoro-6-nitro-3,4-dihydro-1H-quinolin-2-one (Step 1, 3.13 g, 0.0149 mol) and iodomethane (1.39 ml, 0.0223 mol) in DMF (25 ml) are stirred at room temperature overnight. The reaction is diluted with water and the resulting precipitate collected by filtration, washed well with water, and dried under vacuum to give the title compound as an orange solid (2.97 g, 89%); 1H NMR (300 MHz, CDCl3) δ 2.56-2.61 (m, 2H), 2.99-3.04 (m, 2H), 3.32 (s, 3H), overlapping 8.06 (s, 1H) and 8.08 (dd, 1H); [M+H]+=225.

후처리

  1. filtrationthe resulting precipitate collected by filtration
  2. washwashed well with water
  3. customdried under vacuum

출처 및 근거

ORD 기록
ord-f70a806d72374d16a5c84be92bb878ba
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07645781B2

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