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

HRID 48283노트

반응식

HRID 48283 반응식
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

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a4d0291c701e4172b3f2c7c789e294bc
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06703402B2

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