Water → 3-Chloro-4-(methylamino)benzonitrile

HRID 1348907ノート

反応式

HRID 1348907 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1F)[C:5]#[N:6].[CH3:11][NH2:12].O>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[NH:12][CH3:11])[C:5]#[N:6]

参加物

5

反応物 3

HCID 962WaterHCID 6329MethylamineHCID 1455253-Chloro-4-fluorobenzonitrile

生成物 1

HCID 159077543-Chloro-4-(methylamino)benzonitrile収率 95%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
65 °C

実験手順

A mixture of 3-chloro-4-fluorobenzonitrile (5.2 g, 33 mmol), THF (55 mL), and 40% methylamine in water (25 mL, 290 mmol) in a sealed tube was heated to 65° C. for 1.5 hours, cooled to room temperature. The organic phase was washed with brine, dried (Na2SO4), filtered, and concentrated. The resulting solid was dried for about 16 hours under high vacuum in the presence of P2O5 to provide 6.3 g (95%) of the desired product. MS (DCI/NH3) m/z 184, 186 (M+H+NH3)+; 1H NMR (DMSO-d6) δ 7.72 (d, 1H), 7.55 (dd, 1H), 6.70 (d, 1H), 6.52 (br q, 1H), 2.80 (d, 3H).

後処理

  1. temperaturecooled to room temperature
  2. washThe organic phase was washed with brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. dry with materialThe resulting solid was dried for about 16 hours under high vacuum in the presence of P2O5

出典と根拠

ORDレコード
ord-45fc71d0235945cebc01eed26239e3a8
出典データセット
uspto-grants-2007_05
特許番号
US07211595B2

反応ノート

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