Process for the production of substituted N-methylbenzoxazines

Details Process for the production of substituted N-methylbenzoxazines Process for the production of substituted N-methylbenzoxazines

1979-12-31

1981-08-04

Jiles, Henry R.

Organic compounds -- part of the class 532-570 series

Organic compounds

Chalcogen in the nitrogen containing substituent

544102, C07D26538, C07D49804

Patent

active

042823587

ABSTRACT:
Substituted N-methylbenzoxazines of the formula ##STR1## wherein the ring A can also contain a nitrogen atom as ring member, each of R.sub.1 and R.sub.3 independently is hydrogen, lower alkyl, halogen, nitro or trifluoromethyl, each of R.sub.2 and R.sub.4 independently is hydrogen or halogen and each of m and n is an integer from 1 to 3, are obtained by cyclizing compounds of the formula ##STR2## wherein A, R.sub.2, R.sub.4, m and n are as defined above, R is chlorine or bromine, and each of R.sub.1 ' and R.sub.3 ' independently is hydrogen, lower alkyl, halogen or trifluoromethyl, in the presence of dimethylmethanephosphonate, at reflux temperature, and, if desired, nitrating the resultant compounds.

REFERENCES:
patent: 2947746 (1960-08-01), Olmsted
patent: 3215692 (1965-11-01), Eros et al.
patent: 3506658 (1970-04-01), Farge et al.
patent: 3629477 (1971-12-01), Model et al.
patent: 3746707 (1973-07-01), Gulbenk et al.
J. P. Bourquin et al., Helv. Chim Acta, 41, 1061 (1958) and 42, 259 (1959).
Rodd's Chemistry of Carbon Compounds, vol. 4, New York 1978, p. 471ff.
H. Gilman and L. O. Moore, J. Chem. Soc. 79, 3485 (1957).

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