Water → 3,6-dichloropyridin-2-amine

HRID 1177509ノート

反応式

HRID 1177509 の反応式
[Cl:1][C:2]1[C:3]([NH:9]C(=O)C(C)(C)C)=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1.O.N1C=CC=CC=1.[OH-].[Na+]>Cl>[Cl:1][C:2]1[C:3]([NH2:9])=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 1049PyridineHCID 14798Sodium HydroxideHCID 86638716N-(3,6-dichloropyridin-2-yl)pivalamide

生成物 1

HCID 36134253,6-dichloropyridin-2-amine

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

反応条件

温度
115 °C

実験手順

A slurry of N-(3,6-dichloropyridin-2-yl)pivalamide (1.83 g, 7.41 mmol) in 75 mL 5N aq HCl with water cooled reflux pyridine was heated in a 115° C. bath overnight, to give a clear yellow solution. The reaction mixture was cooled and poured onto ice, and was basified with 10 N NaOH. The resulting white precipitate was extracted with DCM, and the combined organics were dried over anhydrous sodium sulfate, filtered, and concentrated in vauco to give 3,6-dichloropyridin-2-amine as an off-white solid. MS (ESI) m/z: calculated: 162.0; Observed: 163.0 (M++1).

後処理

  1. customto give a clear yellow solution
  2. temperatureThe reaction mixture was cooled
  3. additionpoured onto ice
  4. extractionThe resulting white precipitate was extracted with DCM
  5. dry with materialthe combined organics were dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vauco

出典と根拠

ORDレコード
ord-81d6eaaedeaa44e4acd28a7b0f1c4e38
出典データセット
uspto-grants-2010_11
特許番号
US07842685B2

反応ノート

読み込み中…