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Nitric Acid → 2-(2-Fluorophenyl)-1,5-dimethyl-4-nitro-1H-pyrazol-3(2H)-one

HRID 1478825
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HRID 1478825 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12](=[O:13])[CH:11]=[C:10]([CH3:14])[N:9]1[CH3:15].[N+:16]([O-])([OH:18])=[O:17].O.CC(OC)(C)C>C(O)(C(F)(F)F)=O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12](=[O:13])[C:11]([N+:16]([O-:18])=[O:17])=[C:10]([CH3:14])[N:9]1[CH3:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 944Nitric AcidHCID 962WaterHCID 15413tert-Butyl methyl etherHCID 686785242-(2-Fluorophenyl)-1,5-dimethyl-1H-pyrazol-3(2H)-one

생성물 1

HCID 1185132912-(2-Fluorophenyl)-1,5-dimethyl-4-nitro-1H-pyrazol-3(2H)-one

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid
용매

실험 절차

2-(2-Fluorophenyl)-1,5-dimethyl-1H-pyrazol-3(2H)-one (260 g, 1261 mmol) in TFA (1040 ml) was cooled to −10° C. and stirred for 30 mins. To the mixture was added fuming nitric acid (84 ml) dropwise and this was stirred for 15 mins under cooling then at RT for 1 hr. The resulting mixture was poured onto a mixture of ice (1500 ml), water (1000 ml) and TBME (2500 ml) and stirred until the ice melted, then at RT for 1 hr. The mixture was filtered, washed with water (200 ml) and TBME (1000 ml). The collected crystals were dried to give the title compound as red-brown crystals.

후처리

  1. stirringthis was stirred for 15 mins
  2. temperatureunder cooling
  3. waitat RT for 1 hr
  4. waitat RT for 1 hr
  5. filtrationThe mixture was filtered
  6. washwashed with water (200 ml) and TBME (1000 ml)
  7. customThe collected crystals were dried

출처 및 근거

ORD 기록
ord-36fc80673fa44781a1a4294759cefda4
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09403833B2

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