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SYNTHESIS AND REACTIONS OF 3-AMINO-1-NITROSOPYRAZOLINE
Gorelik, M. V.,Lomzakova, V. I.
, p. 947 - 953 (2007/10/02)
The reaction of 3-amino-1-nitroso-2-pyrazoline, obtained by the nitrosation of 3-aminopyrazoline, with a diazotizing agent and then with an aromatic C-nucleophile leads to the 3-arylazo-1-nitrosopyrazoline in acetic acid, to the 3-aryl-1-nitrosopyrazoline in hydrochloric acid, and to the 3-arylazopyrazole in concentrated sulfuric acid.Other 1-nitrosopyrazolines containing the leaving group at position 3 also enter into nucleophilic C-arylation in an acidic medium.The nitroso group in 3-amino-1-nitrosopyrazoline is substituted by an arylazo group during the action of an arenediazonium salt and by the 1-nitroso-3-pyrazolinyl group during the action of a 3-substituted 1-nitrosopyrazoline.
