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Thiourea → HCID 86690839, 화합물

HRID 1465538
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HRID 1465538 반응식
Br[CH2:2][C:3]([C:5]1[C:10]([Cl:11])=[CH:9][C:8]([O:12][CH3:13])=[CH:7][C:6]=1[Cl:14])=O.[NH2:15][C:16]([NH2:18])=[S:17]>CCO>[Cl:14][C:6]1[CH:7]=[C:8]([O:12][CH3:13])[CH:9]=[C:10]([Cl:11])[C:5]=1[C:3]1[N:15]=[C:16]([NH2:18])[S:17][CH:2]=1
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참가 물질

4

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HCID 2723790ThioureaHCID 866908402-Bromo-1-(2,6-dichloro-4-methoxyphenyl)ethanone

생성물 1

HCID 86690839HCID 86690839, 화합물수율 50.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 2-bromo-1-(2,6-dichloro-4-methoxyphenyl)ethanone (10-3, 1.3 g) and thiourea (0.42 g, 5.5 mmol) in 95% EtOH (15.0 mL) was heated at reflux for 60 min. The solution was concentrated under reduced pressure and the residue was re-dissolved in ethyl acetate. The solution was washed with saturated aqueous NaHCO3, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to give 4-(2,6-dichloro-4-methoxyphenyl)thiazol-2-ylamine (10-4, 0.60 g, 2.2 mmol) as yellow solids in 47% yield: 1H NMR (500 MHz, CDCl3) δ 7.08 (d, J=1.8 Hz, 1 H), 6.83 (d, J=1.8 Hz, 1 H), 6.49 (s, 1 H), 4.88 (brs, 2 H), 3.77 (s, 3 H); ESI-MS m/z 275.1 (M+H)+.

후처리

  1. temperatureat reflux for 60 min
  2. concentrationThe solution was concentrated under reduced pressure
  3. dissolutionthe residue was re-dissolved in ethyl acetate
  4. washThe solution was washed with saturated aqueous NaHCO3
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-27c0328ab1b4488b9325156aef9e2a99
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08999983B2

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