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Sulfuric Acid → 3,4-Dihydro-3-[(3-pyridinylmethyl)amino]-6-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-2(1H)-quinazolinone

HRID 1663295
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인쇄 미리보기

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HRID 1663295 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[N:8][N:9]2[CH2:18][C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:19]([F:28])([C:24]([F:27])([F:26])[F:25])[C:20]([F:23])([F:22])[F:21])[CH:16]=3)[NH:11][C:10]2=[O:29])[CH:2]=1.S(=O)(=O)(O)O>[C].[Pd].[I-].[K+].CN(C)C=O>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][N:9]2[CH2:18][C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:19]([F:28])([C:24]([F:25])([F:26])[F:27])[C:20]([F:21])([F:23])[F:22])[CH:16]=3)[NH:11][C:10]2=[O:29])[CH:2]=1
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참가 물질

6

반응물 2

HCID 1118Sulfuric AcidHCID 730165883,4-dihydro-3-(3-pyridylmethylideneamino)-6-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-2(1H)-quinazolinone

생성물 1

HCID 231109103,4-Dihydro-3-[(3-pyridinylmethyl)amino]-6-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-2(1H)-quinazolinone수율 95%

시약·촉매·용매 3

HCID 4875Potassium Iodide촉매
HCID 178418390
HCID 178418390, 화합물
촉매
HCID 6228Dimethylformamide용매

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온도
45 °C

실험 절차

In a 200-ml autoclave were placed 8.40 g (20 mmol) of 3,4-dihydro-3-(3-pyridylmethylideneamino)-6-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-2(1H)-quinazolinone, 0.21 g (0.05 mmol) of 5% palladium-carbon (containing 50% water), 1.68 mg (0.01 mmol) of potassium iodide, 0.4 g (98%, 4 mmol) of concentrated sulfuric acid and 50 ml of dimethylformamide. They were heated to 45° C. with stirring and the reaction was carried out at a hydrogen pressure of 2 kg/cm2 until the hydrogen absorption rate decreased. After the reaction mixture was cooled to room temperature, the catalyst was removed by filtration. The filtrate was poured into 100 ml of water and the crystals precipitated were collected by filtration. The crystals were recrystallized from toluene to obtain 8.02 g of the desired compound.

후처리

  1. customthe reaction was carried out at a hydrogen pressure of 2 kg/cm2 until the hydrogen absorption rate
  2. temperatureAfter the reaction mixture was cooled to room temperature
  3. customthe catalyst was removed by filtration
  4. additionThe filtrate was poured into 100 ml of water
  5. customthe crystals precipitated
  6. filtrationwere collected by filtration
  7. customThe crystals were recrystallized from toluene

출처 및 근거

ORD 기록
ord-f2aa66f9773647bda0d56847f9db023a
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08034931B2

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