N,N-Dimethylaniline → 4-Chloro-2-(methylthio)pyrazolo[1,5-a][1,3,5]triazine

HRID 1896084노트

반응식

HRID 1896084 반응식
CN(C)C1C=CC=CC=1.[CH3:10][S:11][C:12]1[N:17]=[C:16](O)[N:15]2[N:19]=[CH:20][CH:21]=[C:14]2[N:13]=1.P(Cl)(Cl)([Cl:24])=O>>[Cl:24][C:16]1[N:15]2[N:19]=[CH:20][CH:21]=[C:14]2[N:13]=[C:12]([S:11][CH3:10])[N:17]=1

참가 물질

4

반응물 3

HCID 949N,N-DimethylanilineHCID 24813Phosphorus oxychlorideHCID 1354442592-(Methylthio)pyrazolo[1,5-a][1,3,5]triazin-4(3H)-one

생성물 1

HCID 129161154-Chloro-2-(methylthio)pyrazolo[1,5-a][1,3,5]triazine

실험 절차

To a mixture of 10 mL of phosphorus oxychloride and 1 mL of N,N-dimethylaniline was added 0.5 g of 2-(methylthio)pyrazolo[1,5-a][1,3,5]triazin-4-ol (crude from previous step). The solution was refluxed for 30-60 minutes until all the solid dissolved. The excess phosphorus was removed under reduced pressure and the syrupy residue poured with vigorous stirring onto a mixture of ice water. After 10 minutes, the aqueous solution was extracted with ether. The ethereal layers were collected and washed with cold water, then dried with anhydrous Na2SO4. Filtration and concentration under reduced pressure gave the desired 4-chloro-2-(methylthio)pyrazolo[1,5-a][1,3,5]triazine. MS (ES+): 201.0 (M+1)+.

후처리

  1. temperatureThe solution was refluxed for 30-60 minutes until all the solid
  2. dissolutiondissolved
  3. customThe excess phosphorus was removed under reduced pressure
  4. additionthe syrupy residue poured
  5. extractionthe aqueous solution was extracted with ether
  6. customThe ethereal layers were collected
  7. washwashed with cold water
  8. dry with materialdried with anhydrous Na2SO4
  9. filtrationFiltration and concentration under reduced pressure

출처 및 근거

ORD 기록
ord-188fee9362ee41a1b88b77e68162f576
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08518931B2

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