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    • 5. 发明授权
    • 3-substituted
1-(2-halogenoalkoxy-benzenesulphonyl)-3-heteroaryl-(thio)ureas
    • 3-取代的1-(2-卤代烷氧基 - 苯磺酰基)-3-杂芳基 - (硫代)脲
    • US4780126A
    • 1988-10-25
    • US060187
    • 1987-06-09
    • Hans-Joachim DiehrChrista FestRolf KirstenJoachim KluthKlaus-Helmut MullerTheodor PfisterUwe PriesnitzHans-Jochem RiebelWolfgang RoyHans-Joachim SantelRobert R. SchmidtLudwig EueErnst Kysela
    • Hans-Joachim DiehrChrista FestRolf KirstenJoachim KluthKlaus-Helmut MullerTheodor PfisterUwe PriesnitzHans-Jochem RiebelWolfgang RoyHans-Joachim SantelRobert R. SchmidtLudwig EueErnst Kysela
    • A01N47/36C07C311/65C07C331/32C07D521/00C07D251/42A01N43/66C07D251/46
    • C07D521/00A01N47/36C07C311/65C07C331/32
    • 3-Substituted 1-(2-halogenoalkoxy-benzenesulphonyl)-3-heteroaryl-(thio)urea herbicides of the formula ##STR1## in which (A)R is CF.sub.3,Q is O,R.sup.1 is CH.sub.3, C.sub.2 H.sub.5, C.sub.3 H.sub.7 -n, C.sub.3 H.sub.7 -i, CH.sub.2 --CH.dbd.CH.sub.2, CH.sub.2 --C.tbd.CH or CH.sub.2 --C.sub.6 H.sub.5,R.sup.2 is CH.sub.3, OCH.sub.3, OC.sub.2 H.sub.5, SCH.sub.3, NH--CH.sub.3 or NH--C.sub.2 H.sub.5,X is N,Y is N andZ is C--CH.sub.3, C--C.sub.2 H.sub.5, C--OCH.sub.3 or C--OC.sub.2 H.sub.5 ; or(B)R is CF.sub.3,Q is O,R.sup.1 is CH.sub.3, C.sub.2 H.sub.5, C.sub.3 H.sub.7 -n, C.sub.3 H.sub.7 -i, CH.sub.2 --CH.dbd.CH.sub.2, CH.sub.2 --C.tbd.CH or CH.sub.2 --C.sub.6 H.sub.5,R.sup.2 is CH.sub.3, OCH.sub.3 or OC.sub.2 H.sub.5,X is N,Y is C--H andZ is C--C.sub.2 H.sub.5, C--OCH.sub.3 or C--OC.sub.2 H.sub.5 ; or(C)R is CH.sub.2 --CH.sub.2 Cl,Q is O,R.sup.1 is CH.sub.3, C.sub.2 H.sub.5, C.sub.3 H.sub.7 -n, C.sub.3 H.sub.7 -i, CH.sub.2 --CH.dbd.CH.sub.2, CH.sub.2 --C.tbd.CH or CH.sub.2 --C.sub.6 H.sub.5,R.sup.2 is CH.sub.3, OCH.sub.3, OC.sub.2 H.sub.5, SCH.sub.3, NH--CH.sub.3 or NH--C.sub.2 H.sub.5,X is N,Y is N andZ is C--CH.sub.3, C--C.sub.2 H.sub.5, C--OCH.sub.3 or C--OC.sub.2 H.sub.5 ; or(D)R is CH.sub.2 --CH.sub.2 Cl,Q is O,R.sup.1 is CH.sub.3, C.sub.2 H.sub.5, C.sub.3 H.sub.7 -n, C.sub.3 H.sub.7 -i, CH.sub.2 --CH.dbd.CH.sub.2, CH.sub.2 --C.tbd.CH or CH.sub.2 --C.sub.6 H.sub.5,R.sup.2 is CH.sub.3, OCH.sub.3 or OC.sub.2 H.sub.5,X is N,Y is C--H andZ is C--CH.sub.3, C--C.sub.2 H.sub.5, C--OCH.sub.3 or C--OC.sub.2 H.sub.5 ; or(E)R is CHF.sub.2,Q is O,R.sup.1 is CH.sub.3,R.sup.2 is CH.sub.3,X is N,Y is N andZ is C--CH.sub.3,or a salt thereof with a metal or basic organic nitrogen compound.
    • (A)R为CF 3,Q为O,R 1为CH 3,C 2 H 5,C 3 H 7 -n的3-取代的1-(2-卤代烷氧基 - 苯磺酰基)-3-杂芳基 - (硫代)脲除草剂 ,C 3 H 7 -i,CH 2 -CH = CH 2,CH 2 -C 3 CH 2或CH 2 -C 6 H 5,R 2是CH 3,OCH 3,OC 2 H 5,SCH 3,NH-CH 3或NH-C 2 H 5,X是N,Y是N,Z是C -CH 3,C-C 2 H 5,C-OCH 3或C-OC 2 H 5; 或(B)R是CF 3,Q是O,R 1是CH 3,C 2 H 5,C 3 H 7-n,C 3 H 7-i,CH 2 -CH = CH 2,CH 2 -C 3 CH 2或CH 2 -C 6 H 5,R 2是CH 3,OCH 3或OC 2 H 5, X是N,Y是CH,Z是C-C 2 H 5,C-OCH 3或C-OC 2 H 5; 或(C)R是CH 2 -CH 2 Cl,Q是O,R 1是CH 3,C 2 H 5,C 3 H 7-n,C 3 H 7 -i,CH 2 -CH = CH 2,CH 2 -C 3 CH 2或CH 2 -C 6 H 5,R 2是CH 3,OCH 3, OC2H5,SCH3,NH-CH3或NH-C2H5,X是N,Y是N,Z是C-CH3,C-C2H5,C-OCH3或C-OC2H5; 或(D)R是CH 2 -CH 2 Cl,Q是O,R 1是CH 3,C 2 H 5,C 3 H 7-n,C 3 H 7 -i,CH 2 -CH = CH 2,CH 2 -C 3 CH 2或CH 2 -C 6 H 5,R 2是CH 3,OCH 3或 OC2H5,X是N,Y是CH,Z是C-CH3,C-C2H5,C-OCH3或C-OC2H5; 或(E)R是CHF 2,Q是O,R 1是CH 3,R 2是CH 3,X是N,Y是N,Z是C-CH 3,或其与金属或碱性有机氮化合物的盐。
    • 8. 发明授权
    • Process for the preparation of alpha-hydroxycarboxylic acid amide
compounds
    • α-羟基羧酸酰胺化合物的制备方法
    • US4334073A
    • 1982-06-08
    • US211989
    • 1980-12-01
    • Hans-Joachim Diehr
    • Hans-Joachim Diehr
    • C07B41/02B01J31/00B01J31/02C07B31/00C07C67/00C07C231/00C07C231/12C07C235/06C07C235/14C07C235/16C07C235/34C07D209/08C07D211/16C07D215/08C07D295/16C07D295/182C07D295/185C07D85/24
    • C07D295/185C07D209/08C07D215/08C07D295/182
    • Process for the preparation of an alpha-hydroxycarboxylic acid amide compound of the formula ##STR1## wherein R.sup.1 is hydrogen or alkyl; andR.sup.2 and R.sup.3 are individually selected from hydrogen, alkyl, alkenyl, alkynyl, aralkyl, cycloalkyl or aryl, each of which may be optionally substituted, or a nitrogen-containing heterocyclic radical; orR.sup.2 and R.sup.3, together with the nitrogen atom to which they are bonded, represent an optionally benzo-fused monocyclic or bicyclic ring, which ring may be substituted and may be partially unsaturated,which process comprises reacting in a first stage an alpha-halocarboxylic acid amide of the formula ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 are identified as above; andHal is chlorine or bromine,with an alkali metal acetate or alkaline earth metal acetate in the presence of a quaternary ammonium salt at a temperature between 20.degree. and 200.degree. C., and, in a second stage, deacylating the alpha-acetoxycarboxylic acid amide produced, having the general formula ##STR3## in which R.sup.1, R.sup.2 and R.sup.3, are identified as above by reacting said amide III with an alcohol of the general formulaR.sup.4 --OH (IV)in which R.sup.4 is alkyl in the presence of a catalytic amount of a catalyst selected from alkali metal hydroxides, alkaline earth metal hydroxides, alkali metal carbonates, and alkaline earth metal carbonates, at a temperature between 20.degree. and 150.degree. C., these compounds are useful as intermediates in the preparation of herbicides, e.g., substituted sulfonyl glycol amides and anilides.
    • 制备式(I)的α-羟基羧酸酰胺化合物的方法,其中R 1是氢或烷基; R 2和R 3各自独立地选自氢,烷基,烯基,炔基,芳烷基,环烷基或芳基,其各自可以被任选取代,或含氮杂环基; 或R 2和R 3与它们所键合的氮原子一起代表任选的苯并稠合单环或双环,该环可以被取代并且可以是部分不饱和的,该方法包括在第一阶段使α-卤代羧酸 式(II)的酰胺,其中R1,R2和R3如上所述鉴定; 和Hal是氯或溴,与碱金属乙酸盐或碱土金属乙酸盐在季铵盐的存在下在20至200℃的温度下进行,并且在第二阶段中,将α-乙酰氧基羧酸 酰胺,其通式如下:其中R 1,R 2和R 3如上所定义,通过使所述酰胺III与通式为R4-OH(Ⅳ)的醇反应,其中R 4为烷基, 在20至150℃的温度下,存在催化量的选自碱金属氢氧化物,碱土金属氢氧化物,碱金属碳酸盐和碱土金属碳酸盐的催化剂,这些化合物可用作制备中的中间体 的除草剂,例如取代的磺酰基二醇酰胺和酰苯胺。