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

HRID 1991324ノート

反応式

HRID 1991324 の反応式
[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

参加物

5

反応物 2

HCID 6328Methyl iodideHCID 21877762HCID 21877762、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-f70a806d72374d16a5c84be92bb878ba
出典データセット
uspto-grants-2010_01
特許番号
US07645781B2

反応ノート

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