Hydrochloric Acid → (3-Chlorophenyl){2-[(3-nitropyridin-2-yl)amino]phenyl}methanone

HRID 1633354ノート

反応式

HRID 1633354 の反応式
[NH2:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([Cl:12])[CH:7]=1)=[O:5].Cl[C:18]1[C:23]([N+:24]([O-:26])=[O:25])=[CH:22][CH:21]=[CH:20][N:19]=1.Cl>>[Cl:12][C:8]1[CH:7]=[C:6]([C:4]([C:3]2[CH:13]=[CH:14][CH:15]=[CH:16][C:2]=2[NH:1][C:18]2[C:23]([N+:24]([O-:26])=[O:25])=[CH:22][CH:21]=[CH:20][N:19]=2)=[O:5])[CH:11]=[CH:10][CH:9]=1

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 796132-Chloro-3-nitropyridineHCID 12231012Methanone, (2-aminophenyl)(3-chlorophenyl)-

生成物 1

HCID 13388385(3-Chlorophenyl){2-[(3-nitropyridin-2-yl)amino]phenyl}methanone収率 29.9%

反応条件

温度
125 °C

実験手順

To a stirred melt of 10.0 g (0.043 mole) of 2-amino-3'-chlorobenzophenone under an atmosphere of nitrogen gas was added at 115°-120° C. in two portions at 20 min intervals, 6.3 g (0.040 mole) of 2-chloro-3-nitropyridine. The reaction mixture was heated at 125° C. for 4 hr and then poured into 250 ml of hot 3N hydrochloric acid under vigorous agitation. The mixture was cooled, the aqueous portion decanted and the residue was dissolved in 150 ml of methylene chloride. The methylene chloride solution was washed in sequence five times with 30 ml portions of 3N hydrochloric acid, once with 30 ml of 5% aqueous sodium hydroxide, once with 30 ml of saturated aqueous sodium chloride solution. The washed methylene chloride solution was dried over sodium sulfate and concentrated in vacuo. The residue was crystallized from isopropyl ether, yielding 4.23 g (28%) of dark yellow solid, m.p. 124°- 125° C.

後処理

  1. temperatureThe mixture was cooled
  2. customthe aqueous portion decanted
  3. dissolutionthe residue was dissolved in 150 ml of methylene chloride
  4. washThe methylene chloride solution was washed in sequence five times with 30 ml portions of 3N hydrochloric acid, once with 30 ml of 5% aqueous sodium hydroxide, once with 30 ml of saturated aqueous sodium chloride solution
  5. dry with materialThe washed methylene chloride solution was dried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe residue was crystallized from isopropyl ether

出典と根拠

ORDレコード
ord-a5bd325772704fac8cf954e44c84506f
出典データセット
uspto-grants-1984_10
特許番号
US04480100

反応ノート

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