首页> 外国专利> PREPARATION METHOD FOR 1-PHENYL-2,6-BIS(2-HYDROXYETHYL)IMIDAZO1,5-CQUINAZOLINE-3,5-DIONE AND 1-PHENYL-2,6-BIS(2-HYDROXYPROPYL)IMIDAZO1,5-CQUINAZOLINE-3,5-DIONE

PREPARATION METHOD FOR 1-PHENYL-2,6-BIS(2-HYDROXYETHYL)IMIDAZO1,5-CQUINAZOLINE-3,5-DIONE AND 1-PHENYL-2,6-BIS(2-HYDROXYPROPYL)IMIDAZO1,5-CQUINAZOLINE-3,5-DIONE

机译:1-苯基-2,6-双(2-羟乙基)咪唑并[1,5-C]喹唑啉-3,5-二酮和1-苯基-2,6-双(2-羟丙基)咪唑并[1]的制备方法,5-C] QUINAZOLINE-3,5-DIONE

摘要

This method relates to the preparation of the compound of structural formula 1, where R is a hydrogen atom -H or methyl group -CH3 respectively, in reactions of 1-phenyl-2H,6H-imidazo[1,5-c]quinazoline-3,5-dione with formula 2 and oxiranes with formula 3 in form of ethylene oxide for R = -H or propylene oxide for R = CH3 respectively. In the first stage, reactions are conducted in pressurized reactor, at a molar ratio of 1-phenyl-2H,6H-imidazo[1,5-c]quinazoline-3,5-dione to oxirane equal to 1 :2, in solvent and in presence of triethylamine as catalyst, and in the second stage after the reaction is finished, catalyst and solvent are distilled off under reduced pressure, precipitated with acetone, and then the resulting compound is filtered and crystallized from ethanol. In the first step, in the case of ethylene oxide reactions are conducted at temperature of 60 ÷ 70 °C for at least 70 hours, whereas in the case of propylene oxide it is conducted at temperature of 70 ÷ 90°C for at least 90 hours. Furthermore, in the first step dimethyl sulfoxide is used as a solvent in the first step, whereas in the second step distillation of the catalyst and solvent is conducted under pressure lower than 10 mm Hg. The invention may be used as compounds having potential biological activity, starting compounds in synthesis of medicines or substrates for synthesis of other organic compounds with imidazoquinazoline ring.
机译:该方法涉及在1-苯基-2H,6H-咪唑并[1]反应中R为氢原子-H或甲基-CH 3 的结构式1化合物的制备[ R = -H的环氧乙烷分别为式2的1,5-c]喹唑啉-3,5-二酮和R 3的环氧乙烷为式3,R = CH 3 。在第一阶段中,反应在加压反应器中,在溶剂中,以1-苯基-2H,6H-咪唑并[1,5-c]喹唑啉-3,5-二酮与环氧乙烷的摩尔比为1:2进行反应在存在三乙胺作为催化剂的条件下,在反应完成之后的第二阶段,在减压下蒸馏出催化剂和溶剂,用丙酮沉淀,然后将所得化合物过滤并从乙醇中结晶。第一步,在环氧乙烷中,反应在60÷70°C的温度下进行至少70小时,而在环氧丙烷中,反应在70÷90°C的温度下进行至少90个小时小时。此外,在第一步中,在第一步中使用二甲基亚砜作为溶剂,而在第二步中,催化剂和溶剂的蒸馏在低于10mm Hg的压力下进行。本发明可以用作具有潜在生物活性的化合物,是药物合成中的起始化合物或用于合成具有咪唑并喹唑啉环的其他有机化合物的底物。

著录项

  • 公开/公告号WO2016175668A1

    专利类型

  • 公开/公告日2016-11-03

    原文格式PDF

  • 申请/专利权人 POLITECHNIKA RZESZOWSKA;

    申请/专利号WO2015PL50037

  • 发明设计人 ZARZYKA IWONA;SZYSZKOWSKA AGNIESZKA;

    申请日2015-09-07

  • 分类号C07D487/14;C07D487/12;

  • 国家 WO

  • 入库时间 2022-08-21 14:16:02

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