Sodium Hydroxide → 5-Amino-2-chloro-N-methylbenzamide

HRID 1435746ノート

反応式

HRID 1435746 の反応式
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][C:3]=1[C:4]([NH:6][CH3:7])=[O:5].[Sn](Cl)Cl.[OH-].[Na+]>Cl>[NH2:12][C:9]1[CH:10]=[CH:11][C:2]([Cl:1])=[C:3]([CH:8]=1)[C:4]([NH:6][CH3:7])=[O:5]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 24479Stannous ChlorideHCID 27951452-chloro-N-methyl-5-nitrobenzamide

生成物 1

HCID 167723205-Amino-2-chloro-N-methylbenzamide収率 88%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒2 回

実験手順

To a suspension of 2-chloro-N-methyl-5-nitro-benzamide (2.3 mmol) in concentrated hydrochloric acid (3 ml) was added a solution of tin dichloride (1.4 g, 7.2 mmol) in concentrated hydrochloric acid (4 ml). After stirring for 20 hours, the mixture was cooled in an ice bath and treated with 50% sodium hydroxide to basic pH. The mixture was extracted with ethyl acetate (3×25 ml). The combined extracts were dried over sodium sulfate and concentrated under reduced pressure to provide 5-amino-2-chloro-N-methylbenzamide (274 mg, 88% yield).

後処理

  1. temperaturethe mixture was cooled in an ice bath
  2. extractionThe mixture was extracted with ethyl acetate (3×25 ml)
  3. dry with materialThe combined extracts were dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-39d36e5fafbb429b82a493eba86e0142
出典データセット
uspto-grants-2009_11
特許番号
US07618968B2

反応ノート

読み込み中…