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  • 专利说明
  • 权利要求
  • 类似技术
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  • 引用文献
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    • 专利摘要:

    公开号:SU786895A3
    申请号:SU772548901
    申请日:1977-12-02
    公开日:1980-12-07
    发明作者:Анджел Ондетти Мигуел
    申请人:Е.Р.Сквибб Энд Санз Инк (Фирма)；
    IPC主号:
    专利说明:

    3-acetylthio-2-methyl. Propanoic acid chloride (5.4 g), obtained from 3-acetylthio-2-methylpropanoic acid and thionyl chloride (bp), and 2N. Sodium hydroxide (15 ml) is added to a solution of L-4-thiazolidinecarboxylic acid (4.2 g) in 1N. sodium hydroxide (30 ml) cooled in a water bath. After stirring at room temperature for 3 hours, the mixture is extracted with ether, the aqueous phase is acidified and extracted with ethyl acetate. The organic phase is dried over magnesium sulphate and concentrated to dryness in vacuo to give 3- (3-acetylthio-2-methylpropanoyl) -2-ethyl-4-thiazolidine-carboxylic acid (the dicyclohexylamine salt is crystallized from acetonitrile, mp. 172-186) C, sintering at 130 ° C).
    Example 3. 3- (0-3-acetylthio-2-methylpropanoyl) -1-thiazolidin-4-carboxylic acid.
    Dicyclohexyl ammonium salt 3, - (3-acetylthio-2-methylpropanoyl) -L-thiazolidinecarboxylic acid (5.1 g) is heated under reflux with 250 ml of acetonitrile, cooled and filtered. This crystalline product is recrystallized from isopropanol to obtain 2 g of the dicyclohexyl alsonium salt of 3- (D-3-acetylthio-2-methylpropanoyl) -L-thiazolidine-4-carboxylic acid, m.p. 202-204 0, -124.5 (c 2, methanol). The salt is converted into the free acid by its distribution between 10% aqueous potassium bisulfate and ethyl acetate. The organic phase is concentrated to a dry residue and the latter is crystallized from ethyl acetate-hexane, so pl. 104-105 ° C, -203, b (c 1.0, methanol).
    Example 4. 4- (3-Acetylthiopropanoyl) -1-1,4-thiazan-5-carboxylic acid.
    L-4-thiomorpholine-3-carboxylic acid hydrochloride (6.6 g, 0.036 mol) is dissolved in 150 ml of dimethylacetamide and 3-acetylthiopropanoyl chloride (5.97 G, 0.036 mol) is added to the solution. The temperature rises to 28 ° C. N-methylmorpholine (10.9 g, 0.108 mol) is added to this solution. The temperature rises to 42 ° C and a white precipitate immediately forms. The mixture is heated on the steam bath for 1 hour and kept at room temperature overnight. The solid is filtered to obtain 9.7 g of 4- (3-acetylthiopropanoyl) -1-1,4-thiazan-5-carboxylic acid, m.p. 202-204c. The solvent is removed with P; a viscous residue is obtained, which is poured with water and 20% hydrochloric acid. Extracted oil is extracted with 3 x 150 ml of ethyl acetate and the extracts are dried over magnesium sulfate. The solution is then removed.
    权利要求:
    Claims (1)
    [1]
    Claim
    A method of obtaining derivatives of thiazolidine-, thiazane- or morpholincarboxylic acids of the general formula "2 ННСН) ™ (СН 2 ) Л r 3 - $ - (Ch 2 ) p - (! H-co-n --- sn — Cor 1 where R - hydroxyl or lower alkoxide;
    - a hydrogen atom or lower alkyl;
    R 2 is a hydrogen atom or lower alkyl;
    R ^ j is acetyl or benzoyl;
    tn = 2 and η = 1 when X is oxygen;
    m = 1 or 2, η = 0 or 1 for X sulfur, provided that m + n = 2 or 3;
    p = 0 or 1, or their acid addition salts, wherein the compound of general formula
    Ri- (CH) m (CH 2 ) P
    HX ---- CH-COR 'where X, R, R ^, m and η have the above meanings, are reacted with a compound of formula g
    Rj- s- (Sn 2 ) r- Sn-soon, where. R 2 , Re and p have the above meanings, or its reactive derivative in a solvent medium in the presence of a base, and the desired product is isolated in free form or in the form of a salt.
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    同族专利:
    公开号 | 公开日
    ZA777062B|1979-02-28|
    BE861454A|1978-06-02|
    HU175671B|1980-09-28|
    SU795470A3|1981-01-07|
    CS199693B2|1980-07-31|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US4211786A|1979-03-08|1980-07-08|E. R. Squibb & Sons, Inc.|Mercaptoacyldihydropyrazole carboxylic acid derivatives|
    US4220791A|1979-03-08|1980-09-02|E. R. Squibb & Sons, Inc.|Mercaptoacylpyrazolidinone carboxylic acid derivatives|
    US4221804A|1979-09-27|1980-09-09|Rovnyak George C|Mercaptoacyldihydropyrazole carboxylic acid derivatives|
    US4254267A|1979-10-25|1981-03-03|E. R. Squibb & Sons, Inc.|Mercaptoacyldihydropyrazole carboxylic acid derivatives|
    US4308392A|1979-12-03|1981-12-29|E. R. Squibb & Sons, Inc.|Hydroxamic acid derivatives of mercaptoacyl amino acids|
    US4284561A|1979-12-03|1981-08-18|E. R. Squibb & Sons, Inc.|Hydroxamic acid derivatives of mercaptoacyl amino acids|
    US4321392A|1980-02-06|1982-03-23|E. R. Squibb & Sons, Inc.|Mercaptoacyl derivatives of 4-oxazolidine-carboxylic acids|
    US4482725A|1980-04-03|1984-11-13|E. R. Squibb & Sons, Inc.|S-Acylation products of mercaptoacyl amino acids and carboxyl group containing diuretics|
    RU2455287C1|2011-03-22|2012-07-10|Учреждение Российской академии наук Институт высокомолекулярных соединений РАН|Method of producing -3--2-alkyl-6-oxohexahydropyrimidine-4-carboxylic acids|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    US74728176A| true| 1976-12-03|1976-12-03|
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