Claims
- 1. A 2-halogenoalkoxybenzylsulphonyl derivative of the formula ##STR305## in which R.sup.3 represents hydrogen or alkyl,
- R.sup.4 represents halogenoalkyl,
- L represents --N.dbd.C.dbd.O, --N.dbd.C.dbd.S, --NH.sub.2, Cl, OH or OM, and
- M represents an alkali metal.
- 2. A compound according to claim 1, in which L represents --N.dbd.C.dbd.O or --N.dbd.C.dbd.S.
- 3. A compound according to claim 1, in which L represents --NH.sub.2.
- 4. A compound according to claim 1, in which L represents Cl.
- 5. A compound according to claim 1, in which L represents OH.
- 6. A compound according to claim 1, in which
- L represents OM and M represents an alkali metal.
- 7. 2-Trifluoromethoxy-benzyl chloride of the formula ##STR306##
Priority Claims (1)
| Number |
Date |
Country |
Kind |
| 3642824 |
Dec 1986 |
DEX |
|
Parent Case Info
This is a division of application Ser. No. 268,419 filed Nov. 8, 1988, now U.S. Pat. No. 4,927,454 which is a division of application Ser. No. 130,772, filed Dec. 9, 1987, now U.S. Pat. No. 4,806,147.
The invention relates to new substituted 1-benzylsulphonyl-3-heteroaryl-(thio)ureas, a process and new intermediate products for their preparation and their use as herbicides.
It is known that certain 1-benzylsulphonyl-3-heteroaryl-(thio)ureas, such as, for example, 1-(2-methoxycarbonyl-benzylsulphonyl)-3-(4,6-dimethoxy-pyrimi-din-2-yl)-urea, have a herbicidal action. However, the action of these compounds is not always completely satisfactory (compare U.S. Patent Specification No. 4,420,325).
New substituted 1-benzylsulphonyl-3-heteroaryl-(thio)ureas of the general formula (I) ##STR2## in which
Q represents oxygen or sulphur,
R.sup.1 represents hydrogen, or represents optionally substituted radicals from the series comprising alkyl, alkenyl, alkynyl and aralkyl,
R.sup.2 represents hydrogen, halogen, hydroxyl, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, amino, alkylamino or dialkylamino,
R.sup.3 represents hydrogen or alkyl,
R.sup.4 represents halogenoalkyl,
X represents nitrogen or a --CH grouping,
Y represents nitrogen or a --CR.sup.5 grouping,
R.sup.5 represents hydrogen, halogen, cyano, alkyl, formyl, alkyl-carbonyl or alkoxy-carbonyl and
Z represents nitrogen or a --CR.sup.6 grouping,
R.sup.6 represents hydrogen, halogen, hydroxyl, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, alkylamino or dialkylamino, and salts of compounds of the formula (I) with metals and basic organic nitrogen compounds have now been found.
The new substituted 1-benzylsulphonyl-3-hetero-aryl-(thio)ureas of the formula (I) are obtained by a process in which 2-halogenoalkoxy-benzylsulphonyl iso(thio)cyanates of the formula (II) ##STR3## in which
Q, R.sup.3 and R.sup.4 have the abovementioned meanings, are reacted with heteroarylamines of the formula (III) ##STR4## in which
R.sup.1, R.sup.2, X, Y and Z have the abovementioned meanings,
The new substituted 1-benzylsulphonyl-3-hetero-aryl-(thio)ureas of the formula (I) are distinguished by a powerful herbicidal activity.
Surprisingly, the new compounds of the formula (I) exhibit a considerably better herbicidal action than the already known 1-benzylsulphonyl-3-heteroaryl-(thio)ureas of the same type of action.
US Referenced Citations (1)
| Number |
Name |
Date |
Kind |
|
4476056 |
Pawson |
Oct 1984 |
|
Foreign Referenced Citations (5)
| Number |
Date |
Country |
| 0068591 |
Jan 1983 |
EPX |
| 0096002 |
Dec 1983 |
EPX |
| 2704928 |
Aug 1977 |
DEX |
| 3228101 |
Feb 1984 |
DEX |
| 1596922 |
Jun 1970 |
FRX |
Divisions (2)
|
Number |
Date |
Country |
| Parent |
268419 |
Nov 1988 |
|
| Parent |
130772 |
Dec 1987 |
|
Patent Grant
4990637
