ChemicalBook CAS DataBase List imidazenil

imidazenil synthesis

5synthesis methods

Product Name:imidazenil
CAS Number:151271-08-8
Molecular formula:C18H12BrFN4O
Molecular Weight:399.22

The synthesis of imidazenil is as follows:
A mixture of 3 g (7.5 mmol) of 6-(2-bromophenyl)-8-fluoro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid, 300 mL of methylene chloride and 2.25 g (10.8 mmol) of phosphorus pentachloride was stirred at room temperature for 2 hours. Ammonia gas was then introduced until the mixture was basic. After layering with 20 mL of concentrated aqueous ammonia, the mixture was stirred for 15 minutes. The methylene chloride was washed with water, dried and evaporated. The residue was crystallized from ethanol/water to yield 2.4 g of product having the above formula. A second crop of 0.4 g was obtained from the mother liquor for a total yield of 2.8 g. For analysis, a sample of the product was recrystallized from methylene chloride/ethanol and had m.p. 298°-299° C.
synthesis of imidazenil.png

4H-Imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid, 6-(2-bromophenyl)-8-fluoro-

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151271-08-8
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Yield:-

Reaction Conditions:

with phosphorus pentachloride;ammonia in dichloromethane;

Steps:

9 6-(2-Bromophenyl)-8-fluoro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamide

EXAMPLE 9 6-(2-Bromophenyl)-8-fluoro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamide A mixture of 3 g (7.5 mmol) of 6-(2-bromophenyl)-8-fluoro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid, 300 mL of methylene chloride and 2.25 g (10.8 mmol) of phosphorus pentachloride was stirred at room temperature for 2 hours. Ammonia gas was then introduced until the mixture was basic. After layering with 20 mL of concentrated aqueous ammonia, the mixture was stirred for 15 minutes. The methylene chloride was washed with water, dried and evaporated. The residue was crystallized from ethanol/water to yield 2.4 g of product having the above formula. A second crop of 0.4 g was obtained from the mother liquor for a total yield of 2.8 g. For analysis, a sample of the product was recrystallized from methylene chloride/ethanol and had m.p. 298°-299° C.

References:

US5317018,1994,A

Methanone, (2-amino-5-fluorophenyl)(2-bromophenyl)-

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151271-08-8
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References

2H-Isoindole-2-acetamide, N-[2-(2-bromobenzoyl)-4-fluorophenyl]-1,3-dihydro-1,3-dioxo-

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151271-08-8
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References

2H-1,4-Benzodiazepin-2-one, 5-(2-bromophenyl)-7-fluoro-1,3-dihydro-

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151271-08-8
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References

4H-Imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid, 6-(2-bromophenyl)-8-fluoro-, ethyl ester

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151271-08-8
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References

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