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7722-15-8

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Mechanism of selective formation of 2-amino-substituted 1,4-benzodiazepin-4-oxides and 2-aminomethyl substituted quinazolin-3-oxides from chloromethyl quinazolin-N-oxides indications from perturbation theory
The o-amino-acetophenone and -benzophenone oximes 1a-c react with chloroacetyl chloride giving the 2-chloromethyl-quinazoline-3-oxides 6a-c. The mechanism is explained using the perturbation theory. With ammonia and N-prim. aliphatic amines, compounds 6a-c yield 1,4-benzodiazepines 16 and 17 as ring-enlarged products, with aromatic and with N-sec. aliphatic amines, quinazoline derivatives 10-13 are formed. The constitution of the heterocycles is proved by nmr spectroscopic methods. Selective formation of the heterocyclic products is explained with the relative thermodynamic stability of the corresponding 2-adducts 14.
Lessel
p. 77 - 84
(2007/10/02)

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More Articles about downstream products of 7722-15-8

98637-51-5
4-acetyl-7-chloro-2-methyl-9-phenyl-4H-benzo[e]oxazolo[5,4-b][1,4]diazepine

Chemical Properties

Boiling Point: 532.5 °C at 760 mmHg
Flash Point:275.9 °C
Density: g/cm³
Storage Temp.:room temp
Vapor Pressure: 2.02E-11mmHg at 25°C
PKA: 2.10±0.20(Predicted)
PSA: 67.13000
LogP: 3.58670

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