Potassium Hydroxide → 10-(Thiophen-2-ylmethyl)-2,3-dihydroimidazo[2,1-b]quinazolin-5(10H)-one

HRID 1284020노트

반응식

HRID 1284020 반응식
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]1[C:13](=O)[O:12][C:10](=O)[C:9]2=[CH:15][CH:16]=[CH:17][CH:18]=[C:8]12.CSC1[NH:22][CH2:23][CH2:24][N:25]=1.[OH-].[K+]>O1CCOCC1>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]1[C:8]2[C:9](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:10](=[O:12])[N:22]2[CH2:23][CH2:24][N:25]=[C:13]12

참가 물질

5

반응물 3

HCID 14797Potassium HydroxideHCID 883692-Methylthio-2-imidazoline hydroiodideHCID 12223296N-(2-thienylmethyl)isatoic anhydride

생성물 1

HCID 1222331310-(Thiophen-2-ylmethyl)-2,3-dihydroimidazo[2,1-b]quinazolin-5(10H)-one

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of 20 g. of N-(2-thienylmethyl)isatoic anhydride, 9 g. of 2-methylmercapto-imidazoline and 1 pellet of potassium hydroxide in about 300 ml. of dioxane is heated at reflux for 5 hours, the solvent then evaporated off and the residue dissolved in methylene chloride. After washing twice with water the solution is extracted 3 times with 1N. hydrochloric solution. Heating on a steam bath avoids precipitation and after filtering hot through celite, sodium bicarbonate solution is added and the resulting precipitate is recovered by filtering, washed with water, dissolved in methylene chloride and the methylene chloride exchanged for diethyl ether. The resulting precipitate is recovered by filtering, washed with diethyl ether and dried under reduced pressure at 40°C. to obtain 10-(2-thienylmethyl)-2,3-dihydro-imidazo[2,1-b]quinazolin-5(10H)-one, m.p. 124°-127°C.

후처리

  1. additionA mixture of 20 g
  2. temperatureat reflux for 5 hours
  3. customthe solvent then evaporated off
  4. dissolutionthe residue dissolved in methylene chloride
  5. washAfter washing twice with water the solution
  6. extractionis extracted 3 times with 1N
  7. temperatureHeating on a steam bath
  8. customavoids precipitation
  9. filtrationafter filtering hot through celite, sodium bicarbonate solution
  10. additionis added
  11. customthe resulting precipitate is recovered
  12. filtrationby filtering
  13. washwashed with water
  14. dissolutiondissolved in methylene chloride
  15. customThe resulting precipitate is recovered
  16. filtrationby filtering
  17. washwashed with diethyl ether
  18. customdried under reduced pressure at 40°C.

출처 및 근거

ORD 기록
ord-420f01ea3e9049b8b6747116b34d2448
출처 데이터셋
uspto-grants-1976_08
특허 번호
US03978059

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