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Dimethylformamide → 2-Hydroxy-4-phenylthiazole

HRID 1397364
ノート
印刷プレビュー

反応式

HRID 1397364 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 6259Phenacyl bromideHCID 516872Potassium thiocyanate

生成物 1

HCID 6989032-Hydroxy-4-phenylthiazole収率 75%

試薬・触媒・溶媒 1

HCID 4875Potassium Iodide触媒

反応条件

温度
80 °C

実験手順

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 a brown solid, which was carried through without further purification.

後処理

  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

出典と根拠

ORDレコード
ord-747cd62c668945d9a9ceb632e061300e
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08901156B2

反応ノート

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