Tert-Butyl nitrite → HCID 14280195, 화합물

HRID 842161노트

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HRID 842161 반응식
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]

참가 물질

4

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HCID 10906Tert-Butyl nitrite2회HCID 101349005-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-3-(trifluoromethyl)pyrazole-4-carbonitrile

생성물 1

HCID 14280195HCID 14280195, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5f46938f4b094eba8cd529e6117143cd
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06372774B1

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