Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1994-11-15
1997-03-11
Gupta, Yogendra N.
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
504231, 504239, 504242, 504273, 504283, 504289, 544212, 544219, 544296, 544298, 544320, 544331, 5482634, 548518, A01N 4366, A01N 4354, C07D23942, C07D25140
Patent
active
056101210
DESCRIPTION:
BRIEF SUMMARY
This application is A 371 of PCT/EP93/01227 filed on May 17, 1993.
The invention relates to new heterocyclically disubstituted sulphonylamino(thio)carbonyl compounds, to a plurality of processes for their preparation, and to their use as herbicides.
It has been disclosed that certain heterocyclically disubstituted sulphamoyl ureas, such as, for example, 1-(4,6-dimethoxy-pyrimidin-2-yl)-3-(1-methyl-4-ethoxycarbonyl-purazol-5-yl -aminosulphonyl)-urea, have herbicidal properties (cf. JP-A 60214785 - cited in Chem. Abstracts 104: 109685u; cf. also U.S. Pat. No. 4515620). However, compounds of the abovementioned publications have, as yet, not gained a position of particular importance.
New heterocyclically disubstituted sulphonylamino(thio) -carbonyl compounds of the general formula (I) , ##STR2## in which Q represents oxygen or sulphur, another represent a radical from the series comprising heterocyclyl, heterocyclylamino and heterocyclylimino, each of which is optionally substituted and bonded via N, with the exception of (optionally substituted) pyrazolylamino in the meaning of R.sup.1,
The new heterocyclically disubstituted sulphonylamino(thio)carbonyl compounds of the general formula (I) and, if appropriate, their salts are obtained when iso(thio)cyanate of the formula (III) the presence of a diluent (step 1), and the resulting chlorosulphonylamino(thio)carbonyl compounds of the general formula (IV) ##STR3## in which Q and R.sup.2 have the abovementioned meaning the presence of a diluent (step 2), or when oxysulphonylamino(thio)carbonyl compounds of the general formula (VI) ##STR4## in which Q and R.sup.2 have the abovementioned meaning and trichloroethyl) or aryl (preferably phenyl), the presence of a diluent, or when ##STR5## in which X and Y are identical or different and independently of one another represent hydrogen, halogen, hydroxyl, amino, or in each case optionally substituted alkyl, alkoxy, alkylthio, alkylamino or dialkyl amino, and hydrogen, halogen or in each case optionally substituted alkyl or alkoxy, ##STR6## in which X, Y and Z have the abovementioned meaning the presence of a diluent, (a), (b) or (c) are converted into salts by customary methods.
The new heterocyclically disubstituted sulphonylamino(thio) carbonyl compounds of the formula (I) are distinguished by a powerful herbicidal activity.
Other methods which are possible for the preparation of the compounds of the formula (I) according to the invention are given below, Q, R.sup.1 and R.sup.2 having the abovementioned meanings: (VIII) and then with oxy(thio)carbonyl compounds of the formula (IX), (R.sup.4 : alkyl, aryl): ##STR7## (e) reaction of heterocycles of the formula (V) with sulphamoyl chloride (VIII) and then with iso(thio)cyanates of the formula (X), (Het: heterocyclyl): ##STR8## (f) reaction of heterocycles having exchangeable groups of the formula (XI) with sulphamide of the formula (XII) and (thio)urethanes of the formula (XIII), (Het: heterocyclyl, X.sup.1 : halogen, if appropriate also alkylsulphonyl, R.sup.4 : alkyl, aryl): ##STR9## (g) reaction of heterocycles having exchangeable groups of the formula (XI) with sulphamide of the formula (XII) and iso(thio)cyanates (XIV), (Het: heterocyclyl, X.sup.1 : halogen, if appropriate also methylsulphonyl): ##STR10## (h) reaction of heterocycles having exchangeable groups of the formula (XI) with sulphamide of the formula (XII) , then with chloro(thio)formic esters of the formula (XV) and finally with heterocycles of the formula (II) , (Het: heterocyclyl, X.sup.1 : halogen, if appropriate also alkylsulphonyl, R.sup.4 : alkyl, aryl): ##STR11## (i) reaction of heterocycles of the formula (V) and (thio)carbamoyl compounds of the formula (XVI) with sulphuryl chloride: ##STR12## (j) reaction of sulphonyl iso(thio)cyanates of the formula (XVII) with ammonia and then with heterocyclyl halides of the formula (XI), (Het: heterocyclyl, X.sup.1 : halogen, if appropriate also alkylsulphonyl): ##STR13## (k) reaction of chlorosulphonylamino(thio)carbonyl compounds of the formula (IV)--cf. pr
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Trueb, CA99:105288, 1983.
Patent Abstracts of Japan, JP60214785, Oct. 28, 1985, vol. 010078 (Mar. 27, 1986); "Pyrazolesulfonyl Urea Derivative and Plant Growth . . . ", Y. Susumu et al; 1 pg.
Derwent Abstract, JP58015962A, Jan. 29, 1983, Week 8310; "Sulphonyl-ureide derivatives with herbicidal and fungicidal . . . ", Mitsui Toatsu Chem Inc; 2 pages.
Findeisen Kurt
Gesing Ernst R. F.
L urssen Klaus
M uller Klaus-Helmut
M uller Peter
Bayer Aktiengesellschaft
Gupta Yogendra N.
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