• 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:
    METHOD OF RECEIVING YOUR HYDROCHLE it is reacted with thiourea suspended in water at 5–10 s, followed by termination of the reaction at 25–30 s.
    公开号:SU1015825A3
    申请号:SU813248457
    申请日:1981-02-17
    公开日:1983-04-30
    发明作者:Хувилер Альфред；Тенуд Леандер
    申请人:Лонца Аг (Фирма)；
    IPC主号:
    专利说明:

    : l eo
    The invention relates to a process for the preparation of 2-aminothiazo 4-yl-acetic acid hydrochloride, which finds use in the synthesis of cephalosporins. The closest to the proposed technical essence and the achieved result is the method of obtaining 2-aminothiazole4-yl-acetic acid hydrochloride, which consists in that 4-bromoacetoacetic acid ethyl ester is subjected to interaction with thiourea in water at room temperature, the resulting ethyl ester 2 α-aminothiazo 4-yl-acetic-1-th acid is alkalized with alkali, followed by treatment of 2-aminothiazole-4-yl-acetic acid with hydrochloric acid. Get the target product with so pl. pj. The disadvantages of this method are its multistage, as well as the insufficient purity of the target product, due to which it is easily decarboxylated in the dissolved state. The purpose of the invention is to simplify the process technology and increase the purity of the target product. The goal is achieved by the method of producing 2-aminothiazole-4-yl-acetic acid hydrochloride, which consists in the interaction of 4-chloroacetoacetyl chloride with thiourea, suspended in water, followed by completion of the reaction at 25-30 C. 4-chloroacetyl chloride is used as a functional derivative of haloacetoacetic acid and is reacted with thiourea suspended in water with subsequent completion of the reaction at 25 30 ° C. Get the target product with so pl. 151, -4-151 ,. Example: In a double-jacketed flask, 187.7 g of methylene chloride and 18.6 g of diketene are placed. And cooled to. Then, chlorine is passed through the solvent thus obtained at a temperature of from -20 to -25 ° C. At the same time, a suspension of 15.2 g of thiourea in 30.0 g of water is prepared in a round bottom flask and cooled to + 5 ° C. The prepared solution of 4-chloroacetoacetyl chloride is added dropwise to the suspension cooled with temperature using a dropping funnel of the apparatus with continuous stirring at 7–8 ° C for 25 min. After the addition is complete, stirring is continued for another 30 minutes at 5-7 ° C, and then the cooling bath is removed and stirring is continued for> 0 minutes, the temperature rising to 26-27 ° C. Finally, the reaction mass is placed in a refrigerator to precipitate 2-aminothiazol-4-yl-acetic acid hydrochloride. 33.6 g of 2-aminothiazole-4-yl-acetic acid hydrochloride are isolated in colorless crystals as unresolved crystals with m.p. 151, 4-151.9 s, which corresponds to a yield of 78.5% in terms of used diketene. Example2. To the suspension of thiourea cooled to 5C with constant stirring at 5c, 4-chloroacetyl chloride dissolved in carbon tetrachloride is added dropwise using a dropping funnel. Upon completion of the addition, stirring is continued, the cooling bath is removed and stirred for an additional 60 minutes, keeping the temperature at 25 s. 2-Aminothiazolyl-4-acetic acid chloride was isolated as indicated in Example 1. The yield was 75.8%. Example 3. Suspension thiomas are cooled with water at. this suspension is added dropwise with a solution of 4-chloroacetoacetylchlo-. ida in 1, 2-dichloroethane. The reaction mixture was stirred for 0 min at and then 60 min at 0 ° C. The 2-aminothiazolyl-4-acetic acid hydrochloride was isolated with a yield of 77.8%.
    权利要求:
    Claims (1)
    [1]
    METHOD FOR PRODUCING 2-AMINOTIAZOL-4-ILUACA ACID HYDROCHLOID ^ REID by reacting a functional derivative of haloacetoacetic acid with thiourea in a water medium, characterized in that, in order to simplify the process technology and increase the purity of the target product, they use a functional acid chloride-haloacetate derivative and it is reacted with thiourea suspended in water at 5-10 tf C followed by completion of the reaction at 25-30 ° C.
    in x so □ Ί
    类似技术:
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    同族专利:
    公开号 | 公开日
    CA1159456A|1983-12-27|
    BG35187A3|1984-02-15|
    HU180624B|1983-03-28|
    AT5774T|1984-01-15|
    DK65081A|1981-08-19|
    FI810016L|1981-08-19|
    AR227302A1|1982-10-15|
    YU38381A|1983-09-30|
    JPS5914464B2|1984-04-04|
    PL126906B1|1983-09-30|
    AU537839B2|1984-07-12|
    CH642957A5|1984-05-15|
    NO810532L|1981-08-19|
    IE50951B1|1986-08-20|
    IL61954D0|1981-02-27|
    IE810059L|1981-08-18|
    EP0034340A1|1981-08-26|
    CS223891B2|1983-11-25|
    JPS56131574A|1981-10-15|
    US4391979A|1983-07-05|
    DE3161815D1|1984-02-09|
    AU6738281A|1981-08-27|
    PL229648A1|1981-11-13|
    IN153071B|1984-05-26|
    PT72517A|1981-03-01|
    IL61954A|1984-10-31|
    ZA81475B|1982-02-24|
    DK148096B|1985-03-04|
    RO80211A|1983-02-01|
    DK148096C|1985-08-12|
    ES498396A0|1981-11-16|
    PT72517B|1982-02-10|
    DD156910A5|1982-09-29|
    BR8100912A|1981-08-25|
    ES8200882A1|1981-11-16|
    EP0034340B1|1984-01-04|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    GB593024A|1944-05-18|1947-10-07|Kodak Ltd|Production of ª‰-2-thienoylpropionic acids and derivatives thereof|
    GB558956A|1942-04-24|1944-01-31|Boots Pure Drug Co Ltd|Improvements relating to the manufacture of 2-aminothiazole|
    BE790569A|1971-10-27|1973-04-26|Syntex Corp|THIAZOLA-BASED CARDIOVASCULAR AGENTS|
    GB1555007A|1976-05-25|1979-11-07|Fujisawa Pharmaceutical Co|Intermediates in the preparation of substituted cepham carboxylic acid derivatives and the preparation thereof|
    US4308391A|1979-10-01|1981-12-29|Monsanto Company|2-Amino-4-substituted-thiazolecarboxylic acids and their derivatives|GB2122988B|1982-06-17|1986-06-11|Toyama Chemical Co Ltd|Process for producing 2- glyoxylic acid derivative; intermediates|
    EP0115770B2|1983-01-07|1996-06-19|Takeda Chemical Industries, Ltd.|Thiazole Derivatives|
    US5145675A|1986-03-31|1992-09-08|Advanced Polymer Systems, Inc.|Two step method for preparation of controlled release formulations|
    CN101948446B|2010-08-30|2013-05-15|江苏华旭药业有限公司|Method for preparing 2-aminothiazol-4-ylacetic acid hydrochloride|
    CN102827099A|2012-08-20|2012-12-19|哈尔滨恒运科技开发有限公司|Method for synthesis of 2-acetic acid hydrochloride|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    CH128480A|CH642957A5|1980-02-18|1980-02-18|METHOD FOR PRODUCING-acetic acid hydrochloride salt.|
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