Process for the production of benzoxazinones

Details Process for the production of benzoxazinones Process for the production of benzoxazinones

1998-07-20

2000-03-21

Raymond, Richard L.

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

Organic compounds

Chalcogen in the nitrogen containing substituent

544 92, C07D26502

Patent

active

060404434

ABSTRACT:
There is described a process for the production of a 1,3-benzoxazin-4-one having the formula: ##STR1## in which R.sub.1 and R.sub.2, independently, are hydrogen, cyano, halogen, nitro, C.sub.1 -C.sub.20 alkyl, O--C.sub.1 -C.sub.20 alkyl, phenyl, NH--CO--C.sub.1 -C.sub.20 alkyl, N(R.sub.3).sub.2, SO.sub.2 N(R.sub.3).sub.2, COOR.sub.3 or CON(R.sub.3).sub.2 in which R.sub.3 is hydrogen, cyano, halogen, nitro, C.sub.1 -C.sub.20 alkyl, O--C.sub.1 -C.sub.20 alkyl, phenyl or NH--CO--C.sub.1 -C.sub.20 alkyl, comprising reacting, at elevated temperature, 1 molar equivalent of an o-hydroxybenzamide of formula: ##STR2## in which R.sub.1 has its previous significance, with 2 to 6 molar equivalents of a benzoyl chloride of formula: ##STR3## in which R.sub.2 has its previous significance. The 1,3-benzoxazin-4-ones having the formula (1) so obtained are important intermediates for the production of triazine compounds having excellent absorption spectrum characteristics and good resistance to exposure to UV light.

REFERENCES:
patent: 3544566 (1970-12-01), Brunetti
Brunetti et al., "Die Synthese von Asymmetrisch Substituierten Omicron-Hydroxyphenyl-Sigma-Triazinen" Helvetica Chimica Acta, vol. 55, No. 1, (1972), pp. 1566-1595.

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