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

HRID 1284020ノート

反応式

HRID 1284020 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-420f01ea3e9049b8b6747116b34d2448
出典データセット
uspto-grants-1976_08
特許番号
US03978059

反応ノート

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