Ammonia → 2-Fluoro-5-iodobenzamide

HRID 606822노트

반응식

HRID 606822 반응식
[F:1][C:2]1[CH:10]=[CH:9][C:8]([I:11])=[CH:7][C:3]=1[C:4](Cl)=[O:5].[NH3:12]>CO>[F:1][C:2]1[CH:10]=[CH:9][C:8]([I:11])=[CH:7][C:3]=1[C:4]([NH2:12])=[O:5]

참가 물질

4

반응물 2

HCID 222Ammonia2회HCID 27782042-Fluoro-5-iodobenzoyl chloride

생성물 1

HCID 670478112-Fluoro-5-iodobenzamide수율 92%

시약·촉매·용매 1

HCID 887Methanol용매2회

반응 조건

온도
0 °C

실험 절차

Add slowly 2-fluoro-5-iodobenzoyl chloride (4.0 g, 14.1 mmol) to a 7 N solution of ammonia in methanol (20 mL, 141 mmol) cooled to 0° C. Stir at 0° C. for 45 min then warm to room temperature and stir 5 h. Add an additional amount of the 7 N solution of ammonia in methanol (20 mL) to the reaction mixture and stir for 15 h. Concentrate, dilute with ethyl acetate (300 mL) and wash twice with water (30 mL) and twice with an aqueous saturated solution of sodium chloride (30 mL). Dry (sodium sulfate), filter, and concentrate. Purify by silica gel chromatography, eluting with 60:40 to 40:60 hexanes:ethyl acetate, to give the title compound as a white solid (3.45 g, 92%).

후처리

  1. temperaturethen warm to room temperature
  2. stirringstir 5 h
  3. stirringstir for 15 h
  4. concentrationConcentrate
  5. additiondilute with ethyl acetate (300 mL)
  6. washwash twice with water (30 mL) and twice with an aqueous saturated solution of sodium chloride (30 mL)
  7. dry with materialDry (sodium sulfate)
  8. filtrationfilter
  9. concentrationconcentrate
  10. customPurify by silica gel chromatography
  11. washeluting with 60:40 to 40:60 hexanes

출처 및 근거

ORD 기록
ord-3ebac6051a7e46fd8a3f066fedf7a341
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915424B2

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