SU319597A1 - METHOD OF OBTAINING SIMPLE ALKYL ETHER 1-OXIMETHYLBENZIMIDAZOLE - Google Patents
METHOD OF OBTAINING SIMPLE ALKYL ETHER 1-OXIMETHYLBENZIMIDAZOLEInfo
- Publication number
- SU319597A1 SU319597A1 SU1388651A SU1388651A SU319597A1 SU 319597 A1 SU319597 A1 SU 319597A1 SU 1388651 A SU1388651 A SU 1388651A SU 1388651 A SU1388651 A SU 1388651A SU 319597 A1 SU319597 A1 SU 319597A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- oximethylbenzimidazole
- alkyl ether
- simple alkyl
- obtaining simple
- obtaining
- Prior art date
Links
- 150000005215 alkyl ethers Chemical class 0.000 title description 2
- -1 alkoxymethyl chlorides Chemical class 0.000 description 6
- 238000000034 method Methods 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 230000000875 corresponding Effects 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- ZILXDWJVIMOFAJ-UHFFFAOYSA-N 1-(chloromethyl)benzimidazole;hydrochloride Chemical compound [Cl-].C1=CC=C2[N+](CCl)=CNC2=C1 ZILXDWJVIMOFAJ-UHFFFAOYSA-N 0.000 description 1
- IIXABTCJZHHRFL-UHFFFAOYSA-N 2-(chloromethyl)-1H-benzimidazole;hydrochloride Chemical compound Cl.C1=CC=C2NC(CCl)=NC2=C1 IIXABTCJZHHRFL-UHFFFAOYSA-N 0.000 description 1
- AIPSLYMOKFGYGV-UHFFFAOYSA-N 6-(chloromethyl)-1H-benzimidazole;hydrochloride Chemical compound Cl.ClCC1=CC=C2NC=NC2=C1 AIPSLYMOKFGYGV-UHFFFAOYSA-N 0.000 description 1
- JYZIHLWOWKMNNX-UHFFFAOYSA-N Benzimidazole Chemical compound C1=C[CH]C2=NC=NC2=C1 JYZIHLWOWKMNNX-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Description
Изобретение относитс к новому способу получени простых алкиловых эфиров 1-оксиметилбепзимндазола , которые могут найти применение в качестве физиологически активных веществ.This invention relates to a new process for the preparation of alkyl ethers of 1-hydroxymethylbepzimndazole, which can be used as physiologically active substances.
Известен способ получени низших алкиловых эфиров 1-оксиметилбеизимидазола действием соответствующих алкоксиметилхлоридов на бензимидазол в бензоле или ксилоле.A known method for producing lower alkyl esters of 1-hydroxymethyl-isimidazole by the action of the corresponding alkoxymethyl chlorides on benzimidazole in benzene or xylene.
Однако при реализации этого способа примен ют труднодоступные алкоксиметилхлориды , а также существует огне-взрывоопасность.However, when implementing this method, hard-to-reach alkoxymethyl chlorides are used, and there is also a fire hazard.
С целью упрощени процесса предложен способ получени простых алкиловых эфиров 1-оксиметилбензимидазола, заключающийс в том, что хлоргидрат 1-хлорметилбензимидазола подвергают взаимодействию с алкогол тами спиртов при иеремещивании и последующем превращении полученного основани в соль известиым способом.In order to simplify the process, a method has been proposed for preparing 1-hydroxymethylbenzimidazole alkyl ethers, which consists in reacting 1-chloromethylbenzimidazole hydrochloride with alcohol alcohols during displacement and subsequent conversion of the base into a salt in a known manner.
22
Дл осуществлени предлагаемого.способа примен ютс более доступные реагенты.In order to carry out the proposed method, more available reagents are used.
Пример 1. К раствору 0,02 моль хлоргидрата Ьхлорметилбензимидазола в абсолютном спирте при ко.мнатной температуре приливаетс 0,04 моль раствора алкогол та соответствующего спирта. При комнатной температуре даетс выдержка в течение 6- 10 час с перемещиванием.Example 1. To a solution of 0.02 mol of chloromethylbenzimidazole hydrochloride in absolute alcohol at a natural temperature, 0.04 mol of an alcoholate solution of the corresponding alcohol is added. Allowed at room temperature for 6 to 10 hours with movement.
.Cl .Cl
. HCl U-N. HCl U-N
Из фильтрата после отфильтровывани осадка отгон етс растворитель. Остаток, представл ющий собой основание эфира, переводитс в соль обычным способом.After filtering off the precipitate, the solvent is distilled off from the filtrate. The residue, which is the base of the ether, is salified in the usual way.
Выходы, температуры плавлени и аналитические данные представлены в таблице. Предмет изобретени Способ получени простых алкиловых эфиров 1-оксиметилбензимидазола, отличающийс тем, что, с целью упрощени процесса, 5 хлоргидрат 1-хлорметилбензимидазола подвергают взаимодействию с алкогол тами спиртов, полученный продукт выдел ют или перевод т в соль известным методом, Outputs, melting points and analytical data are presented in the table. The subject of the invention is a method for producing 1-hydroxymethylbenzimidazole alkyl ethers, characterized in that, in order to simplify the process, 5-chloromethylbenzimidazole hydrochloride is reacted with alcohol alcohols, the resulting product is isolated or converted into a salt by a known method,
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU319597A1 true SU319597A1 (en) |
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