Pyridine → 7-Methyl-2-propylthiazolo[4,5-c]quinoline

HRID 1872630ノート

反応式

HRID 1872630 の反応式
P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:2].O[C:16]1(NC(=O)CCC)[C:25]2[C:20](=[CH:21][C:22]([CH3:26])=[CH:23][CH:24]=2)[N:19]=[CH:18][CH2:17]1.[N:33]1C=[CH:37][CH:36]=[CH:35][CH:34]=1>>[CH3:26][C:22]1[CH:23]=[CH:24][C:25]2[C:16]3[S:2][C:34]([CH2:35][CH2:36][CH3:37])=[N:33][C:17]=3[CH:18]=[N:19][C:20]=2[CH:21]=1

参加物

4

反応物 3

HCID 1049PyridineHCID 14817Phosphorus sulfide (P2S5)HCID 54024046N-(4-hydroxy-7-methylquinolin-4-yl)butyramide

生成物 1

HCID 226483017-Methyl-2-propylthiazolo[4,5-c]quinoline

実験手順

Under a nitrogen atmosphere, phosphorus pentasulfide (1.15 g, 2.6 mmol) was added to a mixture of N-(4-hydroxy-7-methylquinolin-4-yl)butyramide (630 mg, 2.6 mmol) in pyridine (20 mL). The reaction mixture was heated to reflux. The reaction mixture turned bright yellow and all of the solid went into solution. The reaction mixture was heated at reflux for about 2 hours and then allowed to cool to ambient temperature. The reaction mixture was extracted with water, aqueous sodium bicarbonate and dichloromethane. The organic layer was treated with saturated copper sulfate, dried with magnesium sulfate and then concentrated under vacuum to provide an oil. The oil was dried under high vacuum to provide 410 mg of 7-methyl-2-propylthiazolo[4,5-c]quinoline as an orange solid.

後処理

  1. temperatureThe reaction mixture was heated to reflux
  2. temperatureThe reaction mixture was heated
  3. temperatureat reflux for about 2 hours
  4. extractionThe reaction mixture was extracted with water, aqueous sodium bicarbonate and dichloromethane
  5. additionThe organic layer was treated with saturated copper sulfate
  6. dry with materialdried with magnesium sulfate
  7. concentrationconcentrated under vacuum
  8. customto provide an oil
  9. customThe oil was dried under high vacuum

出典と根拠

ORDレコード
ord-82f28902556b4d5ba8972bb136c04013
出典データセット
uspto-grants-2000_08
特許番号
US06110929

反応ノート

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