Process for preparing esters of thiolcarbamic acids
    1.
    发明授权
    Process for preparing esters of thiolcarbamic acids 失效
    制备硫代氨基甲酸酯的方法

    公开(公告)号:US4613461A

    公开(公告)日:1986-09-23

    申请号:US687608

    申请日:1984-12-31

    CPC分类号: C07C333/02

    摘要: The invention relates to a new process for preparing known thiolcarbamate esters of the general formula (I) ##STR1## wherein R.sup.1 and R.sup.2 stand independently for hydrogen or a straight or branched chain alkyl group containing 1 to 6 carbon atoms or an alkenyl group containing 2 to 6 atoms, or an alkyl group containing 1 to 6 or an alkenyl group containing 2 to 6 carbon atoms and mono- or polysubstituted by halogen, oxygen, sulphur and/or nitrogen; orR.sup.1 and R.sup.2 together may represent an optionally substituted .alpha.,.omega.-alkylene group containing 4 to 6 carbon atoms;R.sup.3 and R.sup.4 stand independently for hydrogen or an alkyl group containing 1 to 4 carbon atoms and optionally substituted by halogen or by a group containing oxygen, sulphur and/or nitrogen; andR.sup.5 and R.sup.6 both stand for hydrogen; orR.sup.5 and R.sup.6 together may represent a chemical bond.The compounds of general formula (I) are prepared by reacting(a) thiolcarbamate salts of the general formula (II) ##STR2## wherein the meanings of R.sup.1 and R.sup.2 are as defined above, andY stands for a primary, secondary or tertiary ammonium ion or an alkaline metal ion; or(b) amines of the general formula (III) ##STR3## wherein the meanings of R.sup.1 and R.sup.2 are as defined above, together with sulphur and carbon monoxide; or(c) amine of the general formula (III) together with carbonyl sulphidewith alkynes of the general formula (IV)R.sup.3 --C.tbd.C--R.sup.4 (IV)wherein the meanings of R.sup.3 and R.sup.4 are as defined above and, if desired, hydrogenating the obtained product of general formula (I), wherein the meanings of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as defined above and R.sup.5 together with R.sup.6 forms a chemical bond, to a compound of the general formula (I), wherein both R.sup.5 and R.sup.6 stand for hydrogen.

    摘要翻译: 本发明涉及一种制备通式(I)的已知硫代氨基甲酸酯的新方法,其中R1和R2独立地表示氢或含有1至6个碳原子的直链或支链烷基或烯基 含有2至6个原子的基团,或含有1至6个的烷基或含2至6个碳原子的烯基,被卤素,氧,硫和/或氮单取代或多取代; 或者R 1和R 2一起可以表示任选取代的含有4至6个碳原子的α,ω-亚烷基; R3和R4分别独立地表示氢或含有1至4个碳原子的烷基,并且任选被卤素取代或被含氧,硫和/或氮的基团取代; R5和R6均代表氢; 或R5和R6一起可以表示化学键。 通式(I)的化合物是通过使(a)通式(II)的硫代氨基甲酸盐与其中R 1和R 2的含义如上所定义的通式(Ⅱ)的化合物反应,Y代表伯,仲 或叔铵离子或碱金属离子; 或(b)通式(III)的胺其中R 1和R 2的含义如上所定义,连同硫和一氧化碳; 或(c)通式(III)的胺与羰基硫化物与通式(IV)的炔类反应,其中R3和R4的含义如上所定义,如果需要, 氢化得到的通式(I)的产物,其中R 1,R 2,R 3和R 4的含义如上所定义,R 5与R 6一起形成化学键,通式(I)的化合物,其中两者 R5和R6代表氢。

    Process for preparing arylsulphonyl-isocyanates and addition derivatives
thereof
    2.
    发明授权
    Process for preparing arylsulphonyl-isocyanates and addition derivatives thereof 失效
    芳基磺酰基异氰酸酯及其加成衍生物的制备方法

    公开(公告)号:US5068424A

    公开(公告)日:1991-11-26

    申请号:US365790

    申请日:1989-06-14

    CPC分类号: C07C311/65

    摘要: The invention relates to a process for preparing arylsulphonyl isocyanates of the general formula (I) ##STR1## and addition derivatives thereof--where in the formula the meaning of the substituents are as follows:Ar represents optionally substituted aryl, naphthyl- or thienyl group, andHX is a chemical bond or XZR.sub.1 stands for a group where Z is oxygen or sulphur,R.sub.1 is saturated or unsaturated alkyl, benzyl, cyclohexyl or substituted phenyl group orX is an NR.sub.2 R.sub.3 groupwherein R.sub.2 R.sub.3 is hydrogen, alkyl, unsubstituted alkyl, aryl, substituted aryl, aroyl or acyl group, and the essence of the process is that an N-halogen sulphonamidate is carbonylated in the presence of a carbonylating catalyst, in the presence or absence of alcohol, (thio) alcohol or amine reactants and the carbonylated compound obtained is reacted subsequently with the reactants.

    摘要翻译: 本发明涉及制备通式(I)的芳基磺酰基异氰酸酯及其加成衍生物的方法,其中在该式中取代基的含义如下:Ar表示任选取代的芳基,萘基或 噻吩基,HX为化学键,X ZR1表示Z为氧或硫的基团,R1为饱和或不饱和的烷基,苄基,环己基或取代的苯基或X为NR2R3基团,其中R2R3为氢,烷基, 未取代的烷基,芳基,取代的芳基,芳酰基或酰基,并且该方法的本质是在羰基化催化剂存在下,在醇,(硫)醇或胺的存在或不存在下羰基化N-卤代磺酰胺 获得的反应物和羰基化的化合物随后与反应物反应。

    Process for preparing N-sulphonyl-ureas
    4.
    发明授权
    Process for preparing N-sulphonyl-ureas 失效
    制备N-磺酰脲的方法

    公开(公告)号:US4954628A

    公开(公告)日:1990-09-04

    申请号:US317769

    申请日:1989-03-02

    CPC分类号: C07D521/00 C07C311/60

    摘要: The invention relates to a process for preparing sulphonyl-ureas of the general formula (I) ##STR1## wherein Ar.sub.1 represents a phenyl, naphthyl or thienyl group, the derivatives thereof substituted by C.sub.1-4 alkyl, C.sub.1-4 haloalkyl, (halo)alkoxycarbonyl, (halo)alkyloxy, nitro, cyano groups as well as by halogen atoms,Ar.sub.2 represents a phenyl, pyridyl, pirimidinyl or triazinyl group and the derivatives thereof substituted by C.sub.1-4 (halo)alkyl, C.sub.1-4 (halo)alkyloxy, amino, O-acyl, O-arylsulphonyl, O-(substituted carbamoyl) groups as well as by halogen atoms.According to the invention N-halogen aryl sulphonamidate is reacted in the presence of a carbonylating catalyst, carbon monoxide and an aromatic amine, optionally in the presence of a phase transfer catalyst, or N-halogen aryl sulphonamidate is reacted with carbon monoxide in the presence of a carbonylating catalyst, and optionally in the presence of a phase transfer catalyst, then the obtained reaction mixture is further reacted with an aromatic amine or an N-halogen-arylamine-alkali metal salt is reacted with aryl-sulphonamid in the presence of a carbonylating catalyst, carbon monoxide and optionally in the presence of a phase transfer catalyst or an amine, amine dihalogenid, aryl sulphonamid are reacted in the presence of a carbonylating catalyst and carbon monoxide and the obtained reaction mixture is worked up in a known manner.The thus prepared sulphonyl-ureas are biologically active compounds, which are used in the pharmaceutical industry and for regulating plant growth.

    摘要翻译: 本发明涉及一种制备通式(I)的磺酰脲的方法,其中Ar 1表示苯基,萘基或噻吩基,其衍生物被C 1-4烷基,C 1-4卤代烷基, (卤代)烷氧基羰基,(卤代)烷氧基,硝基,氰基以及卤素原子,Ar 2表示苯基,吡啶基,吡啶基或三嗪基,其衍生物被C 1-4(卤代)烷基, 卤代)烷氧基,氨基,O-酰基,O-芳基磺酰基,O-(取代的氨基甲酰基)基团以及卤素原子。 根据本发明,N-卤素芳基磺酰胺酸酯在羰基化催化剂,一氧化碳和芳族胺的存在下,任选地在相转移催化剂存在下反应,或N-卤素芳基磺酰胺盐与一氧化碳在存在下反应 的羰基化催化剂,并且任选地在相转移催化剂存在下,然后将所得反应混合物进一步与芳族胺反应或N-卤素 - 芳基胺 - 碱金属盐在芳基 - 磺酰胺存在下与 羰基化催化剂,一氧化碳和任选在相转移催化剂或胺,胺二卤代芳基磺酰胺存在下,在羰基化催化剂和一氧化碳的存在下反应,并将所得反应混合物以已知方式处理。 如此制备的磺酰脲是生物活性化合物,其用于制药工业和调节植物生长。

    Process for preparing substituted urea derivatives
    5.
    发明授权
    Process for preparing substituted urea derivatives 失效
    制备取代脲衍生物的方法

    公开(公告)号:US4435567A

    公开(公告)日:1984-03-06

    申请号:US334470

    申请日:1981-12-28

    摘要: A process for the preparation of substituted urea derivatives, and compositions and concentrates for the same purpose are disclosed. According to the process the substituted urea derivatives of formula (I) ##STR1## wherein R is hydrogen, alkyl, aryl, cycloalkyl or aralkyl, R.sup.1 and R.sup.2 are hydrogen, alkyl, alkenyl, alkinyl, alkoxy, oxyalkyl, cycloalkyl, aralkyl, alkoxycarbonylalkyl, aryl or heteroaryl, or R.sup.1 and R.sup.2 together with the adjacent nitrogen atom may form a saturated or unsaturated heterocycle, or a condensed and/or substituted ring system, and said heterocycle or said condensed and/or substituted ring system may contain also a sulfo group,can be manufactured by reacting an amine of formula (II) ##STR2## with an N-carbamoyl-benzoic acid sulfimide derivative of formula (III) ##STR3## The disclosed N-acylating composition comprises of from 3 to 60% by weight, preferably of from 5 to 50% by weight sulfimide derivative of formula (III), of from 97 to 40% by weight, preferably of from 95 to 50% by weight solvent, and if desired, an organic or inorganic base.The disclosed N-acylating concentrate comprises of from 60 to 95.5% by weight N-acylating agent of formula (III) and of from 4.5 to 40% by weight additives.

    摘要翻译: 公开了用于制备取代的脲衍生物的方法,以及用于相同目的的组合物和浓缩物。 根据该方法,式(I)的取代脲衍生物其中R是氢,烷基,芳基,环烷基或芳烷基,R1和R2是氢,烷基,烯基,炔基,烷氧基,烷氧基,环烷基,芳烷基,烷氧基羰基 ,芳基或杂芳基,或R 1和R 2与相邻的氮原子一起可以形成饱和或不饱和的杂环或稠合和/或取代的环系,并且所述杂环或所述缩合和/或取代的环系可以含有磺基 可以通过使式(II)的胺与式(III)的N-氨基甲酰基 - 苯甲酸硫酰亚胺衍生物反应来制备。所公开的N-酰化组合物包含3至60重量% ,优选为5至50重量%的式(III)的亚磺酰亚胺衍生物,为97至40重量%,优选为95至50重量%的溶剂,如果需要,为有机或无机碱。 所公开的N-酰化浓缩物包含60至95.5重量%的式(III)的N-酰化剂和4.5至40重量%的添加剂。

    Process for O-acylating phenol derivatives and acylating compositions
for this purpose
    6.
    发明授权
    Process for O-acylating phenol derivatives and acylating compositions for this purpose 失效
    用于此目的的O-酰化苯酚衍生物和酰化组合物的方法

    公开(公告)号:US4315861A

    公开(公告)日:1982-02-16

    申请号:US246412

    申请日:1981-03-23

    CPC分类号: C07D307/86

    摘要: A process is disclosed for preparing a carbamic acid phenyl ester of the formula (I) ##STR1## wherein R is alkyl having 1 to 8 carbon atoms, aryl, cycloalkyl having 5 or 6 carbon atoms, or aralkyl having 7 to 16 carbon atoms, wherein the aryl, cycloalkyl or aralkyl is unsubstituted or substituted by at least one alkyl group having 1 to 8 carbon atoms;R.sub.1 is hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, cyanomethyl, 1,3-dioxolan-2-yl, or carboalkoxyamino wherein the alkoxy group contains 1 to 4 carbon atoms;R.sub.2 is hydrogen, halogen, alkyl having 1 to 4 carbon atoms or alkoxy having 1 to 4 carbon atoms; orR.sub.1 and R.sub.2 form together a carbocyclic ring or a heterocyclic ring fused to the phenyl ring wherein the carbocyclic ring of the heterocyclic ring is unsubstituted or substituted by at least one alkyl having 1 to 8 carbon atoms, which comprises acylating a phenol of the formula (II) ##STR2## with a compound of the formula (IV) ##STR3## in the presence of a base. The compounds obtained are valuable intermediates.

    摘要翻译: 公开了制备式(I)的氨基甲酸苯酯的方法,其中R是具有1至8个碳原子的烷基,具有5或6个碳原子的芳基,环烷基或具有7至16个碳原子的芳烷基, 其中芳基,环烷基或芳烷基是未取代的或被至少一个具有1至8个碳原子的烷基取代; R1是氢,具有1至4个碳原子的烷基,具有1至4个碳原子的烷氧基,氰基甲基,1,3-二氧戊环-2-基或烷氧基氨基,其中烷氧基含有1至4个碳原子; R2是氢,卤素,具有1至4个碳原子的烷基或具有1至4个碳原子的烷氧基; 或者R 1和R 2一起形成稠合到苯环的碳环或杂环,其中杂环的碳环是未取代的或被至少一个具有1至8个碳原子的烷基取代,其包括酰化式 (II)的化合物与式(IV)的化合物在碱的存在下反应。 所得化合物是有价值的中间体。

    Process for O-acylating phenol derivatives and acylating compositions
for this purpose
    7.
    发明授权
    Process for O-acylating phenol derivatives and acylating compositions for this purpose 失效
    用于此目的的O-酰化苯酚衍生物和酰化组合物的方法

    公开(公告)号:US4323469A

    公开(公告)日:1982-04-06

    申请号:US201508

    申请日:1980-10-28

    IPC分类号: C07D307/86 C09K3/00

    CPC分类号: C07D307/86

    摘要: The invention relates to a process for the preparation of carbamic acid phenyl esters of the formula (I) ##STR1## by acylating phenol derivatives of the formula (II) ##STR2## wherein R is alkyl having 1 to 8 carbon atoms, aryl, cycloalkyl having 5 or 6 carbon atoms, aralkyl having 7 to 16 carbon atoms which groups can be substituted by one or more alkyl groups,R.sup.1 is hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms or acylamino,R.sup.2 is hydrogen, halogen, alkyl having 1 to 4 carbon atoms or alkoxy having 1 to 4 carbon atoms, or ifR.sup.1 and R.sup.2 represent alkyl and/or alkoxy, they can form together a carbocyclic ring.According to the invention the phenol derivatives of the general formula (II), wherein R.sup.1 and R.sup.2 are as defined above, are reacted with N-carbamoyl-saccharin derivatives of the formula (IV) ##STR3## wherein R has the same meaning as defined above, in the presence of a base.

    摘要翻译: 本发明涉及通过酰化式(II)的苯酚衍生物(II)制备式(I)的氨基甲酸苯酯的方法,其中R是具有1至8个碳原子的烷基 碳原子,芳基,具有5或6个碳原子的环烷基,具有7至16个碳原子的芳基,该基团可以被一个或多个烷基取代,R 1是氢,具有1至4个碳原子的烷基,具有1至4个碳原子的烷氧基 原子或酰氨基,R 2是氢,卤素,具有1至4个碳原子的烷基或具有1至4个碳原子的烷氧基,或者如果R 1和R 2表示烷基和/或烷氧基,则它们可以一起形成碳环。 根据本发明,其中R 1和R 2如上定义的通式(II)的酚衍生物与式(Ⅳ)的N-氨基甲酰基 - 糖精衍生物反应其中R具有相同的 意义如上所述,在碱的存在下。