Preparation of imidazo [2, 1??b] quinazolin??5 (3H)??ones and related tricyclic systems using a novel, double displacement reaction

NP Peet, J Malecha, ME Letourneau…

Index: Peet, Norton P.; Malecha, James; LeTourneau, Michael E.; Sunder, Shyam Journal of Heterocyclic Chemistry, 1989 , vol. 26, p. 257 - 264

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Citation Number: 9

Abstract

Abstract New methodology is described for the construction of tricyclic heterocycles. Thus, a double displacement reaction of l-(2-fluorobenzoyl)-2-methylthio-2-imidazoline (8a) with 1, 1- dialkylhydrazines gave 10-substituted 2, 10-dihydroimidazo [2, 1-b] quinazolin-5 (3H)-ones in good yield. The corresponding 1-(2-nitrobenzoyl)-2-meth-ylthio-2-imidazolines also underwent double displacement reactions with hydrazines. Other tricyclics made using ...

 Related Synthetic Route
2-Fluorobenzoyl chloride Structure

393-52-2

2-Fluorobenzoyl...

~%

3,10-dihydro-2H-imidazo[2,1-b]quinazolin-5-one Structure

32725-30-7

3,10-dihydro-2H...

2-Fluorobenzoic acid Structure

445-29-4

2-Fluorobenzoic acid

~%

3,10-dihydro-2H-imidazo[2,1-b]quinazolin-5-one Structure

32725-30-7

3,10-dihydro-2H...

1-(2-fluorobenzoyl)-2-methylthio-2-imidazoline Structure

121568-13-6

1-(2-fluorobenz...

~4%

3,10-dihydro-2H-imidazo[2,1-b]quinazolin-5-one Structure

32725-30-7

3,10-dihydro-2H...

10-phenyl-2,3-dihydroimidazo[2,1-b]quinazolin-5-one Structure

31007-31-5

10-phenyl-2,3-d...

1-(2-fluorobenzoyl)-2-methylthio-2-imidazoline Structure

121568-13-6

1-(2-fluorobenz...

1-Methyl-1-phenylhydrazine Structure

618-40-6

1-Methyl-1-phen...

~4%

3,10-dihydro-2H-imidazo[2,1-b]quinazolin-5-one Structure

32725-30-7

3,10-dihydro-2H...

10-phenyl-2,3-dihydroimidazo[2,1-b]quinazolin-5-one Structure

31007-31-5

10-phenyl-2,3-d...

1-(2-fluorobenzoyl)-2-methylthio-2-imidazoline Structure

121568-13-6

1-(2-fluorobenz...

~61%

2-FLUOROBENZHYDRAZIDE Structure

446-24-2

2-FLUOROBENZHYD...

1-METHYL-5-NITRO-1H-PYRAZOLE-4-CARBOXYLIC ACID Structure

18213-77-9

1-METHYL-5-NITR...

~%

1H-Pyrazole-4-carbonylchloride,1-methyl-5-nitro-(9CI) Structure

121568-18-1

1H-Pyrazole-4-c...

2-Fluorobenzoyl chloride Structure

393-52-2

2-Fluorobenzoyl...

~%

10-phenyl-2,3-dihydroimidazo[2,1-b]quinazolin-5-one Structure

31007-31-5

10-phenyl-2,3-d...

2-Fluorobenzoic acid Structure

445-29-4

2-Fluorobenzoic acid

~%

10-phenyl-2,3-dihydroimidazo[2,1-b]quinazolin-5-one Structure

31007-31-5

10-phenyl-2,3-d...

1-(2-fluorobenzoyl)-2-methylthio-2-imidazoline Structure

121568-13-6

1-(2-fluorobenz...

~3%

3,10-dihydro-2H-imidazo[2,1-b]quinazolin-5-one Structure

32725-30-7

3,10-dihydro-2H...

10-phenyl-2,3-dihydroimidazo[2,1-b]quinazolin-5-one Structure

31007-31-5

10-phenyl-2,3-d...

1-(2-fluorobenzoyl)-2-methylthio-2-imidazoline Structure

121568-13-6

1-(2-fluorobenz...

1-Methyl-1-phenylhydrazine Structure

618-40-6

1-Methyl-1-phen...

~2%

3,10-dihydro-2H-imidazo[2,1-b]quinazolin-5-one Structure

32725-30-7

3,10-dihydro-2H...

10-phenyl-2,3-dihydroimidazo[2,1-b]quinazolin-5-one Structure

31007-31-5

10-phenyl-2,3-d...


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