2-Amino-6-Chloropyrazine → 2-Chloro-6-(3-[2,2,2-trifluoroethyl]thioureido)pyrazine

HRID 34819

反応式

HRID 34819 の反応式
[NH2:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[F:9][C:10]([F:16])([F:15])[CH2:11][N:12]=[C:13]=[S:14]>C(#N)C>[F:9][C:10]([F:16])([F:15])[CH2:11][NH:12][C:13](=[S:14])[NH:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1

参加物

4

反応物 2

HCID 1184582-Amino-6-ChloropyrazineHCID 138837771,1,1-Trifluoro-2-isothiocyanatoethane2 回

生成物 1

HCID 544834192-Chloro-6-(3-[2,2,2-trifluoroethyl]thioureido)pyrazine収率 36.9%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of 2-amino-6-chloropyrazine (1 g.) in warm acetonitrile (15 ml.) was cooled to room temperature. Trifluoroethylisothiocyanate (1.6 g.) was added and the mixture stirred overnight. Further trifluoroethylisothiocyanate (1.6 g.) was added, and the mixture warmed gently on a steam bath for 2 hours, then heated under reflux for 2 hours. The mixture was allowed to cool and evaporated to dryness to yield a brown solid. This was washed with water, 2N HCl solution, water again, and sucked dry. Recrystallisation from boiling toluene diluted with petroleum ether (b.p. 60°-80°) yielded colourless needles (0.77 g.) of 2-[3-(2,2,2-trifluoroethyl)thioureido]-6-chloropyrazine m.p. 170°-172°.

後処理

  1. temperaturethe mixture warmed gently on a steam bath for 2 hours
  2. temperatureheated
  3. temperatureunder reflux for 2 hours
  4. temperatureto cool
  5. customevaporated to dryness
  6. customto yield a brown solid
  7. washThis was washed with water, 2N HCl solution, water again
  8. customsucked dry
  9. customRecrystallisation
  10. additiondiluted with petroleum ether (b.p. 60°-80°)

出典と根拠

ORDレコード
ord-5c2b8e3ec85846b6a051d3a4ba2184fb
出典データセット
uspto-grants-1988_08
特許番号
US04762932

関連ノート

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