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2,4-Dichlorophenyl isocyanate → 1-(2,4-Dichloro-phenyl)-3-((4S,5S)-2,2-dimethyl-4-phenyl-[1,3]dioxan-5-yl)-urea

HRID 966070
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HRID 966070 반응식
[CH3:1][C:2]1([CH3:15])[O:7][C@@H:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C@@H:5]([NH2:14])[CH2:4][O:3]1.[Cl:16][C:17]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:18]=1[N:24]=[C:25]=[O:26]>CCCCC.ClCCl>[Cl:16][C:17]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:18]=1[NH:24][C:25]([NH:14][C@H:5]1[CH2:4][O:3][C:2]([CH3:15])([CH3:1])[O:7][C@H:6]1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:26]
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참가 물질

5

반응물 2

HCID 757892,4-Dichlorophenyl isocyanateHCID 7061833(4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-amine

생성물 1

HCID 104532731-(2,4-Dichloro-phenyl)-3-((4S,5S)-2,2-dimethyl-4-phenyl-[1,3]dioxan-5-yl)-urea수율 59%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8003Pentane용매

실험 절차

To a solution of 102 mg (0.49 mmol) of (4S,5S)-amine 1 in pentane (3 mL) was added a solution of 74 mg (0.39 mmol) of 2,4-dichlorophenyl isocyanate in dichloromethane (0.1 mL). A white precipitate was observed and collected via filtration. The crude solid was dissolved in dichloromethane (˜4 mL) and washed with 0.1 N HCl (˜4 mL). The organic layer was washed with brine, dried over magnesium sulfate, filtered, and evaporated to yield 91 mg (59%) of the title compound.

후처리

  1. filtrationcollected via filtration
  2. dissolutionThe crude solid was dissolved in dichloromethane (˜4 mL)
  3. washwashed with 0.1 N HCl (˜4 mL)
  4. washThe organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-7e6d4d13642c497cb761ff3edbfb6c2e
출처 데이터셋
uspto-grants-2005_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06951882B2

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