3-Chloro-4-fluoroaniline → 4-(3-Chloro-4-fluoro-phenylamino)-7-methoxy-6-nitro-quinoline-3-carbonitrile

HRID 396179ノート

反応式

HRID 396179 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:15][CH3:16])=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:17]#[N:18].[Cl:19][C:20]1[CH:21]=[C:22]([NH2:27])[CH:23]=[CH:24][C:25]=1[F:26]>CC(O)C>[Cl:19][C:20]1[CH:21]=[C:22]([NH:27][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:15][CH3:16])=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=3)[N:5]=[CH:4][C:3]=2[C:17]#[N:18])[CH:23]=[CH:24][C:25]=1[F:26]

参加物

4

反応物 2

HCID 97083-Chloro-4-fluoroanilineHCID 111399754-Chloro-7-methoxy-6-nitroquinoline-3-carbonitrile

生成物 1

HCID 108940424-(3-Chloro-4-fluoro-phenylamino)-7-methoxy-6-nitro-quinoline-3-carbonitrile収率 99.1%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

An amount of 4-chloro-7-methoxy-6-nitro-quinoline-3-carbonitrile (7.1 g, 26.9 mmol), and 3-chloro-4-fluoro-phenylamine (3.9 g, 26.8 mmol), were stirred in 2-propanol (70 mL), and heated at reflux for 2 hours. The mixture was cooled to room temperature and stirred for an additional 20 hours. The reaction mixture was evaporated to dryness, stirred with ethyl acetate and saturated sodium bicarbonate solution. After separation of the layers, the organic layer was washed with saturated brine solution and dried on magnesium sulfate, to give a dark green powder (9.9 g, 99%), which was used without further purification.

後処理

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. customThe reaction mixture was evaporated to dryness
  4. stirringstirred with ethyl acetate and saturated sodium bicarbonate solution
  5. customAfter separation of the layers
  6. washthe organic layer was washed with saturated brine solution
  7. customdried on magnesium sulfate

出典と根拠

ORDレコード
ord-02b0de6ba631466580d08addf87b88f4
出典データセット
uspto-grants-2003_08
特許番号
US06608048B2

反応ノート

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