Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1983-07-06
1985-07-02
Daus, Donald G.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C07D25710
Patent
active
045269807
ABSTRACT:
Tetranitrodibenzo-1,3a,4,6a-tetrazapentalene is prepared from diaminobenzene by reacting diaminobenzene and lead dioxide in ethylacetate to produce diaminoazobenzene, isolating the product by silica-gel elution, reacting diaminoazobenzene with an inorganic azide in a dilute aqueous nitrous acid solution at a temperature not in excess of 10.degree. C. to produce diazidoazobenzene, isolating the product, heating diazidoazobenzene slowly to about 190.degree. C. until nitrogen stops evolving to form dibenzotetrazapentalene, isolating the product, nitrating dibenzotetrazapentalene with concentrated sulfuric acid and forming nitric at a temperature not in excess of about 65.degree. C. to product tetranitrodibenzo-1,3a,4,6a-tetrazapentalene.
REFERENCES:
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patent: 3184472 (1965-05-01), Carboni
patent: 3197475 (1965-07-01), Carboni
Barton and Ollis, Comprehensive Organic Chemistry, II, Perganon, New York, 1979), vol. 2, pp. 166-167.
Meislich, et al, Schawn's Outline of Organic Chemistry, McGraw-Hill, New York (1977), p. 295.
Carboni, et al., "Aromatic Azapentalenes I, . . . ", J. Am. Chem.-Soc. 89:11 pp. 2618-2625.
Theilheimer, Synthetic Methods in Organic Chemistry, vol. 14, (1960), No. 170.
Onote, et al., "Oxidation of Phenylendiamine . . . ", Chem. Abst. 75:118053a, (1971).
Carboni et al, JACS 89 p. 2618, (1967).
J. Macromol Sci. Chem., A7(8), pp. 1727-1749, (1973).
Chang Marguarite S.
Orndoff Robert R.
Beers R. F.
Daus Donald G.
Hendricks G.
McDonnell T. E.
The United States of America as represented by the Secretary of
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