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

HRID 1591615ノート

反応式

HRID 1591615 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-874ef4e3c92b4d5f8d930fddd42a1b34
出典データセット
uspto-grants-2007_11
特許番号
US07291616B2

反応ノート

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