Phosphorus pentachloride → 2-Chloro-5-(trifluoromethyl)nicotinonitrile

HRID 981044

反応式

HRID 981044 の反応式
[C:1]([C:3]1[CH:4]=[N:5][CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1)#[N:2].N1C=CC=CC1=O.P(Cl)(Cl)(Cl)(Cl)[Cl:21]>>[Cl:21][C:4]1[C:3]([C:1]#[N:2])=[CH:8][C:7]([C:9]([F:12])([F:10])[F:11])=[CH:6][N:5]=1

参加物

3

反応物 2

HCID 24819Phosphorus pentachlorideHCID 67923873HCID 67923873、化合物

生成物 1

HCID 200715992-Chloro-5-(trifluoromethyl)nicotinonitrile

実験手順

A mixture of 3-cyano-5-trifluoromethylpyrdine-2-pyridone (250 mg), phosphorus pentachloride (550 mgs) and phosphonylchloride (0.62 ml) were heated at the reflux temperature for 8 hours. After cooling to ambient temperature (ca 28° C.) the reaction mixture was poured into ice/water and rigourously extracted with ethylacetate. The combined organic layers were washed with aqueous sodium bicarbonate solution followed by brine, and finally dried over anhydrous magnesium sulphate. Removal of the solvent by evaporation under reduced pressure gave 2-chloro-3-cyano-5trifluoromethyl-pyridine as an off-white solid which was used without further purification. The compound showed (CDC13) 8.89 (1H,d) 8.28 (1H,d).

後処理

  1. temperaturewere heated at the reflux temperature for 8 hours
  2. extractionrigourously extracted with ethylacetate
  3. washThe combined organic layers were washed with aqueous sodium bicarbonate solution
  4. dry with materialfinally dried over anhydrous magnesium sulphate
  5. customRemoval of the solvent
  6. customby evaporation under reduced pressure

出典と根拠

ORDレコード
ord-4c8ee25da2514c308448319c0a528099
出典データセット
uspto-grants-1991_02
特許番号
US04990512

関連ノート

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