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Dimethylformamide → 2-Hydroxy-4-phenylthiazole

HRID 874942
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인쇄 미리보기

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HRID 874942 반응식
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.[S-:11][C:12]#[N:13].[K+].CN(C=[O:19])C>[I-].[K+]>[C:5]1([C:3]2[NH:13][C:12](=[O:19])[S:11][CH:2]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 6259Phenacyl bromideHCID 516872Potassium thiocyanate

생성물 1

HCID 6989032-Hydroxy-4-phenylthiazole수율 75%

시약·촉매·용매 1

HCID 4875Potassium Iodide촉매

반응 조건

온도
80 °C

실험 절차

A suspension of 2-bromoacetophenone (5 g, 0.0251 mol), potassium thiocyanate (8.6 g, 0.088 mol) and potassium iodide (0.25 g, 0.0015 mol) in dry DMF (25 mL) was heated to 80° C. for 2 h. The reaction mixture was concentrated to dryness under reduced pressure and the residue was dissolved in glacial acetic acid (25 mL) and 50% aqueous H2SO4 was added to it. The reaction mixture was heated to 100° C. for 10 min. The reaction mixture was poured in ice water and the precipitate formed was filtered and dried under reduced pressure to get 4-phenylthiazol-2(3H)-one (3.3 g, yield 75%) as brown solid, which was carried through without further purification.

후처리

  1. concentrationThe reaction mixture was concentrated to dryness under reduced pressure
  2. dissolutionthe residue was dissolved in glacial acetic acid (25 mL)
  3. addition50% aqueous H2SO4 was added to it
  4. temperatureThe reaction mixture was heated to 100° C. for 10 min
  5. additionThe reaction mixture was poured in ice water
  6. customthe precipitate formed
  7. filtrationwas filtered
  8. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-4d5afbd00fa5454086382449d4ee2452
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08981084B2

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