Substituted oxadiazinones

Organic compounds -- part of the class 532-570 series – Organic compounds – Chalcogen in the nitrogen containing substituent

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C07D27304

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046705554

ABSTRACT:
A compound having the structural formula ##STR1## where R.sup.1 and R.sup.2 are the same or different and are hydrogen; however, both R.sup.1 and R.sup.2 cannot be hydrogen if R.sup.3 and R.sup.4 are both hydrogen or if one of R.sup.3 and R.sup.4 is hydrogen and the other nitro; in addition R.sup.1 and R.sup.2 may be the same or different and may be fluorine, chlorine, bromine, iodine, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.2 haloalkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.7 -C.sub.9 aralkyl, phenyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylthio, C.sub.1 -C.sub.6 alkylsulfinyl, C.sub.7 -C.sub.9 aralkoxy, phenoxy, provided that if both R.sup.3 and R.sup.4 are hydrogen, then R.sup.1 and R.sup.2 cannot be 3-phenoxy and hydrogen; also R.sup.1 and R.sup.2 may be the same or different and may be phenylthio, phenylsulfonyl, alkali metal carboxylate, C.sub.2 -C.sub.5 alkoxycarbonyl, phenoxycarbonyl or --NR.sup.5 R.sup.6 ; R.sup.3 and R.sup.4 are the same or different and are C.sub.1 -C.sub.4 alkylsulfonyl, nitro; provided that if the other of R.sup.3 and R.sup.4 is hydrogen then R.sup.1 and R.sup.2 cannot both be hydrogen, also R.sup.3 and R.sup.4 may be the same or different and may be --OCX.sub.n H.sub.3-n or any of the meanings given for R.sup.1 and R.sup.2 with the proviso that if R.sup.3 and R.sup.4 are together hydrogen and bromine then if R.sup.1 and R.sup.2 are both hydrogen the bromine cannot be 4-bromo; R.sup.5 and R.sup.6 are the same or different and are hydrogen or C.sub.1 -C.sub.2 alkyl with the proviso that when R.sup.5 and R.sup.6 are both hydrogen then R.sup.1, R.sup.2 and R.sup.3 cannot all be hydrogen; X is fluorine, chlorine or bromine; and n is 1, 2 or 3 is disclosed. The compounds of this invention are effective as a nematocidal and/or a miticidal agent. A process for forming these compounds is also set forth.

REFERENCES:
Van Alphen, Recueil, vol. 43 (1924), pp. 841-844.
Van Alphen, Recueil, vol. 47 (1928), pp. 909-919.
Van Alphen, Recueil, vol. 48 (1929), pp. 163-172 & 417-421.
Hoppenbrouwers, Recueil, vol. 53 (1934), pp. 325-354.

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