• 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 FOR PROTECTING DERIVATIVES PIRROLO
    公开号:SU1277899A3
    申请号:SU843821206
    申请日:1984-12-07
    公开日:1986-12-15
    发明作者:Фабр Жан-Луи；Фарж Даниель；Жамес Клод；Лаве Даниель
    申请人:Рон-Пуленк Санте (Фирма)；
    IPC主号:
    专利说明:

    1U

    vj
    00
    with x

    The invention relates to methods for producing new chemical compounds, namely, pyrrolo (1,2-c) .thiazole derivatives, which are intermediates in the synthesis of substances with biological activity. The purpose of the invention is to obtain new compounds as intermediates in the synthesis of biologically active pyrrolo (1, 2-c) thiazole) with a new type of biological effect in this row. Example 1.48 g of 3- (3-pyridylJ1H, 3H-propanol (1,2-c) -7-thiazolecarbonitrile) is added to a solution of 41.7 g of potassium hydroxide tablets in 400 cm of ethylene glycol. The reaction mixture is heated to a temperature close to to 150 ° C., which is maintained for 6 hours and 30 minutes, stirred for 16 hours at a temperature close to 20 ° C. The solvent is evaporated under reduced pressure (5 mm Hg 0.7 kPa) at a temperature close to 100 ° C. The residue was dissolved in 380 cm of distilled water. To the resulting solution was added 0.5 g of vegetable black, then the solution was filtered and its pH was adjusted to 4 with n The addition of a concentrated aqueous solution of hydrochloric acid, maintaining the temperature close to 20 ° C. The crystals formed are separated by filtration, washed 3 times in 600 cm of distilled water, then dried under reduced pressure (20 mm Hg 2.7 kPa) at temperature close to 20 ° C in the presence of potassium hydroxide tablets. Thus, 49.5 g of the crude product is obtained melting at 177 ° C. This product is dissolved in 840 cm of boiling ethanol. 0.5 g of vegetable black is added to the resulting solution, then the solution is filtered in a hot state, the filtrate is cooled to a temperature close to 4 ° C, which is maintained for 1 hour. The resulting crystals are separated by filtration, washed 3 45 cm of ethanol, cooled to a temperature close to 4C, then 3 times 90 cm of diethyl ether and dried under reduced pressure (20 mm Hg; 2.7 kPa) at a temperature close to, in the presence of potassium hydroxide tablets. 36.6 g of 3- (3-pyridyl) -1H, 3N-pyrrolo (2-e 7-thiazolecarboxylic acid, in the form of cream-colored crystals melting at. And p and m r 2 are thus obtained. Mixture 18, 7 g of 5- (3pyridyl) -1Y, 3N-pyrrolo (1,2-с) -7-thiazolecarbonitrile, 16.3 g of potassium hydroxide in the form of tablets and 160 cm of ethylene glycol are heated under stirring at a temperature of about 155 ° C for 2 hours After stirring for 16 hours at a temperature near the solvent, it is evaporated under reduced pressure (2 mm Hg; 0.27 kPa) at a temperature of about 100 ° C. The residue is dissolved in 100 cm of distilled water, and the pH is obtained The solution was adjusted to 5 by adding an aqueous solution of hydrochloric acid 211. The crystallized crystals were separated by filtration, washed 3 times with 150 cm of distilled water, then 3 times with 150 cm of acetone and dried under reduced pressure (20 mm Hg). t, 2.7 kPa) at a temperature of about 20 ° C in the presence of potassium hydroxide in the form of tablets. Thus, 17.7 g of a crude compound are obtained, melting at a temperature of 264 ° C. This compound is combined with 1.3 g of the compound obtained in the previous step and dissolved in a mixture of 650 cm -butanol and 150 cm of dimethylformamide, previously heated to a temperature of about 115 ° C. Add 0.5 g of vegetable black to the solution obtained and filter on heat. The filtrate is cooled to about 4 ° C for 16 hours. The crystals formed are separated by filtration, washed twice with 50 cm of dimethylformamide, three times with 150 cm of ethanol, three times with 150 cm of isopropyl ether, then three times with 150 cm of diethyl ether, then dried under reduced pressure (20 mm Hg; 2.7 kPa) at a temperature of about in the presence of hydroxide, potassium oxide in the form of tablets. This gives 16.1 g of the compound melting at a temperature. The compound is suspended in 250 cm of distilled Bo / tbi, which is stirred at a temperature of about 20 ° C for 2 hours. The crystals are separated by filtration, washed with 150 cm of distilled water (washed several times, washed three times with cm of ethanol, three times 90 cmysopropyl ether and three times 90 cm: diethyl ether, dried under reduced pressure (20 mm Hg 5 2.7 kPa) at a temperature of about 100 ° C in the presence of potassium hydroxide in tablet form. 15.5 g of 5 -, {3 pyridyl) -1H, 3N-pyrrolo (1, 2-c) -7-tya olkarbonovoy acid having kristaplov cream form, melting at 266.
    权利要求:
    Claims (1)
    [1]
    METHOD FOR PRODUCING PYRROLO (1,2-c) THIAZOL DERIVATIVES OF FORMULA
    С00Н where one of P ^ and P. ^ is a hydrogen atom, and the other is 3-pyridyl, characterized in that the compound of the formula
    CN where R ή and R ^ have the indicated meanings, are hydrolyzed by heating at a temperature of 150 ° C in an alkaline medium in the presence of ethylene glycol.
    SB with
    1277899 AZ
    类似技术:
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    同族专利:
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    PL251306A1|1985-09-24|
    CA1221366A|1987-05-05|
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    PL142254B1|1987-10-31|
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    DK14084D0|1984-01-12|
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    PT77953A|1984-02-01|
    GR81681B|1984-12-12|
    FI80457C|1990-06-11|
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    FI840108A|1984-07-14|
    PL251305A1|1985-09-24|
    HUT34192A|1985-02-28|
    BG37840A3|1985-08-15|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    FR1401707A|1963-07-03|1965-06-04|Kodak Pathe|New dyes, new intermediates used in their preparation and photographic materials containing them|
    US3544590A|1967-04-28|1970-12-01|Exxon Research Engineering Co|Cyclic amines and the process for their formation|
    US3642807A|1970-06-18|1972-02-15|Schering Corp|Certain 1-/dilower-alkyl amino-loweralkyl/-2-phenyl indolizines and quaternary salts thereof|
    US3865839A|1973-03-01|1975-02-11|Hoechst Co American|Thiopyranopyrrolylsalicyclic acids and derivatives thereof|FR2557111B1|1983-12-21|1986-04-11|Rhone Poulenc Sante|NOVEL ORTHO-CONDENSES OF PYRROLE, THEIR PREPARATION AND THE MEDICINAL PRODUCTS CONTAINING THEM|
    GB8903592D0|1989-02-16|1989-04-05|Boots Co Plc|Therapeutic agents|
    JPH05501103A|1989-06-26|1993-03-04|
    DE4419315A1|1994-06-01|1995-12-07|Merckle Gmbh|New hetero- and oxo-pyrrolizine derivs.|
    DE4419247A1|1994-06-01|1995-12-07|Merckle Gmbh|New pyrrolizine keto-acid, keto-ester and carboxamide derivs.|
    DE4419246A1|1994-06-01|1995-12-07|Merckle Gmbh|New hetero-aryl substd. pyrrolizine derivs.|
    DE10004157A1|2000-02-01|2001-08-02|Merckle Gmbh Chem Pharm Fabrik|New pyridyl- or pyrimidinyl-substituted bicyclic pyrrole derivatives, are cyclokine release inhibitors useful for treating immune system-related disorders, e.g. cancer, multiple sclerosis or arthritis |
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    FR8300454A|FR2539417B1|1983-01-13|1983-01-13|
    FR8300453A|FR2541280B1|1983-01-13|1983-01-13|NEW DERIVATIVES OF 1H, 3H-PYRROLOTHIAZOLECARBOXAMIDE-7, THEIR PREPARATION AND THE MEDICINAL PRODUCTS CONTAINING THEM|
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