Synthesis of Des-Methylflunitrazepam using Hexamethelentetramine (hexamine)

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Date
2011-06-01
Authors
Abdollah Javidan
M.B.Y.zaamnian
H.Zabarjadan
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<p>7-nitro-1-methyl-5-(2 -fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one(Flunitrazepam) is the drug from family of 7-membered heterocyclic compunds 1,4-benzodiazepinones. Although a number of method synthesis of flunitrazepam have beenreported in literature but they suffer because using anhydrous ammonia or dry ammoniagas. [1-4].In this research work the new methods for synthesis of flunitrazepam from 2-flouroacetamidobenzophenone, hexamethylenetetramine (hexamine) and ammonium chloride inethanol as solvent to generate ammonia in situ, will be reported.The results indicate that the best result obtained when the mole ratio of the componentsacetamide:NH4Cl: Hexamine : ethanol in order was as 1.0: 3.5: 2.5 :20-30The structure of products was evaluated by melting point,1H NMR, 13C NMR, 19F NMR,GCMassand IR spectroscopy techniques.</p>
<p>7-nitro-1-methyl-5-(2 -fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one(Flunitrazepam) is the drug from family of 7-membered heterocyclic compunds 1,4-benzodiazepinones. Although a number of method synthesis of flunitrazepam have beenreported in literature but they suffer because using anhydrous ammonia or dry ammoniagas. [1-4].In this research work the new methods for synthesis of flunitrazepam from 2-flouroacetamidobenzophenone, hexamethylenetetramine (hexamine) and ammonium chloride inethanol as solvent to generate ammonia in situ, will be reported.The results indicate that the best result obtained when the mole ratio of the componentsacetamide:NH4Cl: Hexamine : ethanol in order was as 1.0: 3.5: 2.5 :20-30The structure of products was evaluated by melting point,1H NMR, 13C NMR, 19F NMR,GCMassand IR spectroscopy techniques.</p>
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