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Diisopropylethylamine → 3-(8-Bromo-4,5-dihydrothiazolo[4,5-d]benzo[b]oxepine-2-yl)-4,4-dimethyloxazolidin-2-one

HRID 1849283
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HRID 1849283 반응식
ClC(Cl)(O[C:5](=[O:11])[O:6][C:7](Cl)(Cl)Cl)Cl.[Br:13][C:14]1[CH:15]=[CH:16][C:17]2[C:23]3[N:24]=[C:25]([NH:27][C:28](C)([CH3:31])[CH2:29]O)[S:26][C:22]=3[CH2:21][CH2:20][O:19][C:18]=2[CH:33]=1.C(N(C(C)C)CC)(C)C>C(Cl)Cl>[Br:13][C:14]1[CH:15]=[CH:16][C:17]2[C:23]3[N:24]=[C:25]([N:27]4[C:28]([CH3:29])([CH3:31])[CH2:7][O:6][C:5]4=[O:11])[S:26][C:22]=3[CH2:21][CH2:20][O:19][C:18]=2[CH:33]=1
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참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 94429TriphosgeneHCID 582042622-(8-Bromo-4,5-dihydrothiazolo[4,5-d]benzo[b]oxepine-2-ylamino)-2-methylpropan-1-ol

생성물 1

HCID 582038853-(8-Bromo-4,5-dihydrothiazolo[4,5-d]benzo[b]oxepine-2-yl)-4,4-dimethyloxazolidin-2-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Triphosgene (148 mg, 0.500 mmol) was added to a mixture of 185 mg (0.500 mmol) of 2-(8-bromo-4,5-dihydrothiazolo[4,5-d]benzo[b]oxepine-2-ylamino)-2-methylpropan-1-ol and 0.522 ml (3.00 mmol) of diisopropylethylamine in 7.0 ml of methylene chloride. The reaction mixture was stirred for 3 hours and concentrated in vacuum. The residue was partitioned between ethyl acetate and 5% aqueous citric acid. The organic extracts were washed with water, brine, dried over magnesium sulfate and concentrated in vacuum. Yield 194 mg (98%). MS(ESI+): 396.3

후처리

  1. concentrationconcentrated in vacuum
  2. customThe residue was partitioned between ethyl acetate and 5% aqueous citric acid
  3. washThe organic extracts were washed with water, brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuum

출처 및 근거

ORD 기록
ord-c9cc984073ab4a84b0f7711c96c803ae
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08952043B2

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