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2-Bromophenyl isocyanate → HCID 18536716, 화합물

HRID 412074
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인쇄 미리보기

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HRID 412074 반응식
[OH:1][CH2:2][C:3]1[N:4]=[CH:5][N:6]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][C:17]=2[C:18]([F:21])([F:20])[F:19])[NH:14][C:13](=[O:22])[C:12]([C:23]([O:25]CC)=[O:24])=[CH:11]3)[CH:7]=1.[Br:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[N:35]=[C:36]=[O:37]>C(OCC)(=O)C>[Br:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[NH:35][C:36]([O:1][CH2:2][C:3]1[N:4]=[CH:5][N:6]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][C:17]=2[C:18]([F:21])([F:20])[F:19])[NH:14][C:13](=[O:22])[C:12]([C:23]([OH:25])=[O:24])=[CH:11]3)[CH:7]=1)=[O:37]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 1370972-Bromophenyl isocyanateHCID 9951850HCID 9951850, 화합물

생성물 1

HCID 18536716HCID 18536716, 화합물수율 38.1%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
50 °C

실험 절차

To a suspension of the compound of Example 17 (100 mg, 262 μmol) in ethyl acetate (3 ml) was added 2-bromophenyl isocyanate (104 mg, 524 μmol), and the mixture was refluxed for 24 hours. After cooling, the precipitated crystals were collected by filtration, washed with ethyl acetate, and then dried under reduced pressure. These were suspended into ethanol (3 ml), 1 mol/L aqueous solution of lithium hydroxide (903 μl) and successively water (3 ml) were added, and the mixture was stirred for 75 minutes at 50° C. Ice water was added to the reaction mixture, the insolubles were filtered off. then the pH value was brought to 4 with 3 mol/L hydrochloric acid. The precipitated crystals were collected by filtration, washed with water, and then dried under reduced pressure, thereby obtaining 55.0 mg of title compound as colorless powder. Yield 34%.

후처리

  1. temperaturethe mixture was refluxed for 24 hours
  2. temperatureAfter cooling
  3. filtrationthe precipitated crystals were collected by filtration
  4. washwashed with ethyl acetate
  5. customdried under reduced pressure
  6. additionwere added
  7. additionIce water was added to the reaction mixture
  8. filtrationthe insolubles were filtered off
  9. filtrationThe precipitated crystals were collected by filtration
  10. washwashed with water
  11. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-df791749f40143f4886481a161cc635c
출처 데이터셋
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06562839B1

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