Reference

2,4-Disubstituted-5-thiazolecarboxylic acids and derivatives

2,4-Disubstituted-5-thiazolecarboxylic acids and derivatives. Howe, Robert K.; Lee, Len F. (Monsanto Co. , USA). U.S. US 4437876 A 20 Mar 1984, 29 pp. Cont.-in-part of U.S. Ser. No. 140,335, abandoned. (English). (United States of America). CODEN: USXXAM. CLASS: IC: A01N043-02; A01N043-56; A01N037-18; A01N037-44. NCL: 071090000. APPLICATION: US 81-256335 22 Apr 1981. PRIORITY: US 78-906183 15 May 1978; US 79-27959 9 Apr 1979; US 80-140335 14 Apr 1980. DOCUMENT TYPE: Patent CA Section: 5 (Agrochemical Bioregulators) Section cross-reference(s): 28 Injury to crop plants due to the application of acetamide herbicides may be reduced by application to the crop plant locus or the seed of the crop plant prior to planting an effective amt. of a safening agent comprised of 2,4-disubstituted-5-thiazolecarboxylic acids I (X = halo, alkoxy, phenoxy, or substituted phenoxy; R = alkyl, haloalkyl or trialkoxymethyl; R1 = H, alkyl, alkenyl, alkynyl, aryl, or substituted alkyl; n = 0 or1). I was prepd. by treating b-aminoacrylates with chlorocarbonylsulfenyl chloride [2757-23-5] to give 2-oxo-2,3-dihydro-4-substituted-5-thiazolecarboxylate which was converted to the appropriate chlorothiazolecarboxylate by reaction with POCl3. Thus, Et 2-chloro-4-trifluoromethyl-5-thiazolecarboxylate (II) [72850-52-3] was prepd. by treating 0.0992 mol chlorocarbonyl sulfenyl chloride with 0. There are some commonly used reagents like 72939-78-7 in this article.0928 mol Et 3-amino-4,4,4-trifluorocrotonate [372-29-2] in PhCl followed by reacting the product, 2,3-dihydro-2-oxo-4-trifluoromethyl-5-thiazolecarboxylate [90745-58-7], with POCl3 in DMF. I may be also prepd. by treating the appropriate keto ester in CHCl3 with SO2Cl2, reacting the obtained chloro keto ester with thiourea, diazotizing the formed aminoalkylthiazolecarboxylate, and treating the diazonium salt with Cu halide or KI soln. Compds. I are effective against the phytotoxic effects of herbicides such as alachlor [15972-60-8], 2-chloro-N-(2-methoxy-1-methylethyl)-6'-ethyl-O-acetotoluidide [51218-45-2], butachlor [23184-66-9], and 2-chloro-2'-methyl-6'-methoxy-6'-methoxy-N-(isopropoxymethyl)acet anilide [90745-59-8] in crops such as sorghum and rice; II (8.96 kg/ha) had a good safening effect in sorghum when applied with alachlor (4.48 kg/ha). II was applied with alachlor in the soil before seeding. .

Preparation of 1-amino-3-benzyluracils as herbicides, desiccants, and defoliants

Preparation of 1-amino-3-benzyluracils as herbicides, desiccants, and defoliants. Menke, Olaf; Klintz, Ralf; Hamprecht, Gerhard; Heistracher, Elisabeth; Schaefer, Peter; Zagar, Cyrill; Goetz, Norbert; Westphalen, Karl-Otto; Walter, Helmut; Mislitz, Ulf (BASF A.-G., Germany). Ger. Offen. DE 19523372 A1 9 Jan 1997, 16 pp. (German). (Germany). CODEN: GWXXBX.In this article, certain chemicals are used. Some of their cas registry numbers are 2905-60-4 and 372-29-2 CLASS: ICM: C07D239-545. ICS: A01N043-54; C07C281-02; C07C281-06; C07C271-22; C07C275-24. APPLICATION: DE 1995-19523372 29 Jun 1995. DOCUMENT TYPE: Patent CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) Section cross-reference(s): 5 Title compds. (I; X = O, S; R1 = haloalkyl; R2 = H, halo; R3, R7 = H, cyano, thiocyano, halo, haloalkyl, haloalkoxy, haloalkylthio; R4 = H, cyano, thiocyanato, halo, alkyl, haloalkyl, alkoxy, haloalkoxy, haloalkylthio, alkylaminocarbonyl; R5 = H, cyano, NO2, halo, OH, alkoxy, amino, alkylamino; R6 = R5, formyl), were prepd. Thus, Et 3-amino-4,4,4-trifluorobut-2-enoate and 2,3-dichlorobenzyl isocyanate (prepn. given) were stirred in DMF at -10° to 80° to give 3-(2,3-dichlorobenzyl)-2,4-dioxo-1H-6-trifluoromethyl-1,2,3,4-tetrahydro pyridine. This was stirred with K2CO3 and 2,4-dinitophenoxyamine in EtOAc at 60° to give 3-(2,3-dichlorobenzyl)-2,4-dioxo-1-amino-6-trifluoromethyl-1,2,3,4-tetra hydropyridine. The latter at 0.0156 kg/ha postemergent was said to give very good herbicidal activity against Abutilon theophrasti, Amaranthus retroflexus, etc. .