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

HRID 1591615노트

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HRID 1591615 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 167723205-Amino-2-chloro-N-methylbenzamide수율 88%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-874ef4e3c92b4d5f8d930fddd42a1b34
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07291616B2

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