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Sodium Cyanide → 4-Amino-3-fluorobenzonitrile

HRID 47009
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HRID 47009 반응식
Br[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([F:9])[CH:3]=1.[C-:10]#[N:11].[Na+]>CN1CCCC1=O>[NH2:6][C:5]1[CH:7]=[CH:8][C:2]([C:10]#[N:11])=[CH:3][C:4]=1[F:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 8929Sodium CyanideHCID 1230504-Bromo-2-fluoroaniline

생성물 1

HCID 27564314-Amino-3-fluorobenzonitrile

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

6.8 Parts of 4-bromo-2-fluoroaniline were dissolved in 75 parts of N-methylpyrrolidone. This solution was treated with 4.2 parts of cuprous cyanide. The reaction mixture was heated to 190° for 2 hours. The reaction mass was poured into a mixture of 200 parts of ice and 15 parts of sodium cyanide. This mixture was then heated on a steam bath for 2 hours at 60°-70°. This aqueous solution was then extracted with four 100-part portions of toluene. The toluene extracts were combined and washed with four 300-part portions of water followed by 100-parts of saturated aqueous NaCl. The toluene solution of the product was dried over sodium sulfate and evaporated at a reduced pressure of 50 mm.Hg to give 2.6 parts of 4-amino-3-fluorobenzonitrile, m.p. 71°-73°.

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후처리

  1. temperatureThe reaction mixture was heated to 190° for 2 hours
  2. temperatureThis mixture was then heated on a steam bath for 2 hours at 60°-70°
  3. extractionThis aqueous solution was then extracted with four 100-part portions of toluene
  4. washwashed with four 300-part portions of water
  5. dry with materialThe toluene solution of the product was dried over sodium sulfate
  6. customevaporated at a reduced pressure of 50 mm.Hg

출처 및 근거

ORD 기록
ord-bdb8f411cebd4de8940bc2439d415e08
출처 데이터셋
uspto-grants-1979_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04175948

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