Tert-Butyl nitrite → HCID 14280195、化合物

HRID 842161ノート

反応式

HRID 842161 の反応式
N[C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]([F:22])([F:21])[F:20])[C:3]=1[C:23]#[N:24].N(OC(C)(C)C)=O>O1CCCC1>[C:23]([C:3]1[C:4]([C:19]([F:22])([F:20])[F:21])=[N:5][N:6]([C:7]2[C:8]([Cl:18])=[CH:9][C:10]([C:14]([F:16])([F:17])[F:15])=[CH:11][C:12]=2[Cl:13])[CH:2]=1)#[N:24]

参加物

4

反応物 2

HCID 10906Tert-Butyl nitrite2 回HCID 101349005-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-3-(trifluoromethyl)pyrazole-4-carbonitrile

生成物 1

HCID 14280195HCID 14280195、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 5-amino-4-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-trifluoromethylpyrazole (2.33 g) in dry tetrahydrofuran (30 ml) was added with stirring at room temperature, a solution of tert-butyl nitrite (1.36 ml) in dry tetrahydrofuran (5 ml) during 2 minutes. The solution was then heated under reflux for 1 hour and cooled, and additional tert-butyl nitrite (2.72 ml) was added. The solution was heated under reflux for 30 minutes, and left to cool overnight. Evaporation in vacuo gave an orange oil, which was purified by chromatography on silica (Merck, 40-230 mesh, 0.7 kg cm−2) eluting with dichloromethane-hexane (1:1). The product was finally recrystallized from hexane to give 4-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-trifluoromethyl-pyrazole, m.p. 121-123° C., as white crystals.

後処理

  1. temperatureThe solution was then heated
  2. temperatureunder reflux for 1 hour
  3. temperaturecooled
  4. temperatureThe solution was heated
  5. temperatureunder reflux for 30 minutes
  6. waitleft
  7. temperatureto cool overnight
  8. customEvaporation in vacuo
  9. customgave an orange oil, which
  10. customwas purified by chromatography on silica (Merck, 40-230 mesh, 0.7 kg cm−2)
  11. washeluting with dichloromethane-hexane (1:1)
  12. customThe product was finally recrystallized from hexane

出典と根拠

ORDレコード
ord-5f46938f4b094eba8cd529e6117143cd
出典データセット
uspto-grants-2002_04
特許番号
US06372774B1

反応ノート

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