• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:

    公开号:SU1212322A3
    申请号:SU833586000
    申请日:1983-05-04
    公开日:1986-02-15
    发明作者:Хайсс Лоренц
    申请人:Хехст Аг (Фирма)；
    IPC主号:
    专利说明:

    This invention relates to a process for the preparation of hydrochloric salts of new (4-thalogenmethyl) - amino alkyl esters of benzoic acid of the general form
    BUT
    where R - C, - C, - alkyl;
    X is a chlorine or bromine atom used as starting compounds for the preparation of 4,4 -dioxazolyl -Z-stilbene derivatives from pp. In a simpler way.
    The purpose of the invention is a method of obtaining new imines derivatives of alkyl esters of 4-thalogenmethylbenzoic acid, intermediate to obtain derivatives of 4,4 - dioxazolyl-2-stilbenes, which allow to simplify the preparation of the latter.
    Example. 75.8 g (o, 5 mol) of p-cyanobenzyl chloride are dispersed in 32 g (1 mol) of methanol and about 35.5 g (l mol) of hydrogen chloride are passed through the resulting suspension at 5–15 ° C. The reaction mixture is stirred for 20 hours until the 2200 cm nitrile line disappears from the infrared spectrum. After removal of methanol and hydrogen chloride, PO g (0.5 mol) of 4-chloromethyl benzyl methyl ether ether are obtained. Quantitative yield, so pl. .
    Found,%: C 49.0; H 5.0; C1 32.0 SG 16.1 ;; Calculated,%: C 49.2; H 5.0; C1 32.2; C1 16.1.
    PRI mme R 2. 98 g (0.5 mol) of p-1C1 -ANobenzyl bromide is dispersed in 46 g (I mol) of ethanol and about 32 g (0.9 mol) of hydrogen chloride are passed through the resulting suspension at 20-25 ° C. The reaction mixture is stirred for 18 hours until the 2200 nitrile line disappears from the infrared spectrum. After removing ethanol and hydrogen chloride from the reaction mixture, 139 g (o, 5 mol) of hydrochloric 4-bromomethyl-benzimidoethyl ether are obtained. The yield is quantitative, T, pl.165-1b7 C
    1 s
    Found,%: C 43.0; H 4.8; Br 28.2; SG 12.5. I Calculated,%: C 43.1; H 4.7; Bf 28.7; SG 12.7.
    212322 .1
    PRI me R 3 (by a known method).
    To a solution of 11.5 g (0.04 mol) of benzoxazole1-2- (4-6thrommethyl) -benzene 5 in 40b MP of dimethyl sulphoxide, 36 g (O, 32 mol) of potassium tert-butylate are added with stirring and stirred at 20 ° C. for 1 hour. When ice is cooled, acidify with 10% hydrochloric acid, precipitate is filtered off with suction, washed with water until neutral, and dried.
    The output of 7.6 g (92% of theory). Found,%: C 79.6; H 4.6; N 6.4G 5 Calculated,%: C 81.1; H 4, -3; N 6.3.
    Example p4. 110 g (0.5 mol) of p-chloromethyl-benzimindomethyl ether hydrochloride and 54 g (0.5 mol) of 20 o-aminophenol are dissolved in 800 ml of methanol and stirred for about 1 hour at 65 ° C, then cooled to room temperature , about 500 mp of water are added to the solution of ammonium chloride formed and 2
    sucked off, washed with water, and after drying, 110 g of benzoxazolyl-2- (4-chlorometh) 1-benzene (90.5% of theory) are obtained, mp 150151 ° C.
    Found,%: C 69.0; H 4, l; N5,7; C1 14.5.
    Calculated,%: 69.1; H 4.1; N5.8; C1 14.6. .
    In I50 MP of dimethylformamide under nitrogen atmosphere, 3.6 g of tertiary butanol and 1.6 g of sodium hydride (80%) are dispersed and stirred for 1 h, then added with cooling at cooling
    20 C 9.8 g (o, 04 mol) of benzoxazolyl-3-14-chlorometh) 1-benzene and stirred for 6 hours at 20 s. Dilute with 100 ml of water and adjust the pH to 5-6 by adding hydrochloric acid.
    lots. After suctioning, thoroughly rinse with water and methanol and dry. 4,4-bisbisonezoxazol-2-yl-stilbene is obtained in the form of greenish crystals with a yield of 8.1 g
    (97.8%), so pl. 355-360 S.
    Found,%: C 80.6; H 4.3; N 6,8.
    Calculated,%; 81.1; H4.3; N6.8. In the same way, the first 4-halomethylbenzenes listed in Table 1 were obtained, from which the stilbene compounds indicated in Table 2 were then obtained.
    about
    权利要求:
    Claims (1)
    [1]
    METHOD FOR PRODUCING HYDROCHLORIDE SALTS OF ALKYL ETHERS (4 — HALOGENMETHYL) -IMIN0-BEN30YNOIC ACID of the formula where R - С (- С 4 - alkyl;
    X -. chlorine or bromine atom, characterized in that p-cyanobenzyl chloride or p-cyano-benzyl bromide is reacted with C f - C 4 - alcohol in the presence of hydrogen chloride.
    SU „„ 1212322>
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    同族专利:
    公开号 | 公开日
    JPS58203954A|1983-11-28|
    KR840005071A|1984-11-03|
    EP0093443B1|1985-04-03|
    DE3360087D1|1985-05-09|
    US4492657A|1985-01-08|
    DD209811A5|1984-05-23|
    DE3216722A1|1983-11-10|
    EP0093443A1|1983-11-09|
    引用文献:
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    US2389681A|1942-12-15|1945-11-27|Standard Oil Dev Co|Asphalt wetting agents|
    US2877269A|1956-04-17|1959-03-10|Wm S Merrell Co|Guanyl substituted triphenylethanes, triphenylethylenes and benzalfluorenes|
    FR2323378B1|1975-09-09|1979-09-14|Reynaud Pierre|DE3711460A1|1987-04-04|1988-10-13|Hoechst Ag|METHOD FOR PRODUCING ORTHO-SUBSTITUTED ARYLCARBOXIMIDO ESTERS|
    US4942245A|1987-04-20|1990-07-17|Kyorin Pharmaceutical Co., Ltd.|Benzimidazole Derivatives|
    US5298643A|1992-12-22|1994-03-29|Enzon, Inc.|Aryl imidate activated polyalkylene oxides|
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    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE19823216722|DE3216722A1|1982-05-05|1982-05-05|4-HALOMETHYLBENZOESAEEUR-ALKYLESTER-IMINE AND METHOD FOR THE PRODUCTION THEREOF|
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