RU2015156779A - METHOD FOR PRODUCING DROTAVERINE HYDROCHLORIDE - Google Patents
METHOD FOR PRODUCING DROTAVERINE HYDROCHLORIDE Download PDFInfo
- Publication number
- RU2015156779A RU2015156779A RU2015156779A RU2015156779A RU2015156779A RU 2015156779 A RU2015156779 A RU 2015156779A RU 2015156779 A RU2015156779 A RU 2015156779A RU 2015156779 A RU2015156779 A RU 2015156779A RU 2015156779 A RU2015156779 A RU 2015156779A
- Authority
- RU
- Russia
- Prior art keywords
- drotaverine hydrochloride
- producing
- orthodiethoxybenzene
- carried out
- chloride
- Prior art date
Links
- OMFNSKIUKYOYRG-MOSHPQCFSA-N drotaverine Chemical compound C1=C(OCC)C(OCC)=CC=C1\C=C/1C2=CC(OCC)=C(OCC)C=C2CCN\1 OMFNSKIUKYOYRG-MOSHPQCFSA-N 0.000 title claims 7
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 238000000034 method Methods 0.000 claims 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 claims 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
- ZSVOBOSULRDGBT-UHFFFAOYSA-N [chloro(diethoxy)methyl]benzene Chemical compound CCOC(Cl)(OCC)C1=CC=CC=C1 ZSVOBOSULRDGBT-UHFFFAOYSA-N 0.000 claims 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims 2
- IQRSNCBTZOHMIX-UHFFFAOYSA-N 2,2-diethoxy-2-phenylacetic acid Chemical compound CCOC(OCC)(C(O)=O)C1=CC=CC=C1 IQRSNCBTZOHMIX-UHFFFAOYSA-N 0.000 claims 1
- KUUPKHJZTYXIGE-UHFFFAOYSA-N 2,2-diethoxy-2-phenylacetonitrile Chemical compound CCOC(OCC)(C#N)C1=CC=CC=C1 KUUPKHJZTYXIGE-UHFFFAOYSA-N 0.000 claims 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- 229930040373 Paraformaldehyde Natural products 0.000 claims 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 1
- 239000001110 calcium chloride Substances 0.000 claims 1
- 229910001628 calcium chloride Inorganic materials 0.000 claims 1
- 238000006555 catalytic reaction Methods 0.000 claims 1
- 238000007265 chloromethylation reaction Methods 0.000 claims 1
- 238000002425 crystallisation Methods 0.000 claims 1
- 230000008025 crystallization Effects 0.000 claims 1
- 238000007333 cyanation reaction Methods 0.000 claims 1
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 claims 1
- 229940008406 diethyl sulfate Drugs 0.000 claims 1
- 238000004090 dissolution Methods 0.000 claims 1
- 238000004821 distillation Methods 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
- 230000006203 ethylation Effects 0.000 claims 1
- 238000006200 ethylation reaction Methods 0.000 claims 1
- 238000001914 filtration Methods 0.000 claims 1
- 239000007789 gas Substances 0.000 claims 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- AKUBZUGGSGGUEF-UHFFFAOYSA-N n,n-diethoxyaniline Chemical compound CCON(OCC)C1=CC=CC=C1 AKUBZUGGSGGUEF-UHFFFAOYSA-N 0.000 claims 1
- AQFWNELGMODZGC-UHFFFAOYSA-N o-ethylhydroxylamine Chemical compound CCON AQFWNELGMODZGC-UHFFFAOYSA-N 0.000 claims 1
- 229920002866 paraformaldehyde Polymers 0.000 claims 1
- OXFUWLQBTXPEQU-UHFFFAOYSA-N phosphoric acid tetrachloromethane Chemical compound C(Cl)(Cl)(Cl)Cl.P(=O)(O)(O)O OXFUWLQBTXPEQU-UHFFFAOYSA-N 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 238000007363 ring formation reaction Methods 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
- C07D217/18—Aralkyl radicals
- C07D217/20—Aralkyl radicals with oxygen atoms directly attached to the aromatic ring of said aralkyl radical, e.g. papaverine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Claims (4)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
RU2015156779A RU2661150C9 (en) | 2015-12-29 | 2015-12-29 | Method for preparation of drotaverine hydrochloride |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
RU2015156779A RU2661150C9 (en) | 2015-12-29 | 2015-12-29 | Method for preparation of drotaverine hydrochloride |
Publications (3)
Publication Number | Publication Date |
---|---|
RU2015156779A true RU2015156779A (en) | 2017-07-04 |
RU2661150C2 RU2661150C2 (en) | 2018-07-12 |
RU2661150C9 RU2661150C9 (en) | 2018-11-13 |
Family
ID=59309264
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU2015156779A RU2661150C9 (en) | 2015-12-29 | 2015-12-29 | Method for preparation of drotaverine hydrochloride |
Country Status (1)
Country | Link |
---|---|
RU (1) | RU2661150C9 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111170847A (en) * | 2019-12-30 | 2020-05-19 | 江苏联环药业股份有限公司 | Novel method for preparing drotaverine hydrochloride intermediate |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AT234693B (en) * | 1961-08-30 | 1964-07-10 | Chinoin Gyogyszer Es Vegyeszet | Process for the preparation of new isoquinoline derivatives |
RU2561489C2 (en) * | 2013-05-14 | 2015-08-27 | Вадим Петрович Бахарев | Drotaverine synthesis method |
-
2015
- 2015-12-29 RU RU2015156779A patent/RU2661150C9/en active
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111170847A (en) * | 2019-12-30 | 2020-05-19 | 江苏联环药业股份有限公司 | Novel method for preparing drotaverine hydrochloride intermediate |
CN111170847B (en) * | 2019-12-30 | 2022-02-18 | 江苏联环药业股份有限公司 | Novel method for preparing drotaverine hydrochloride intermediate |
Also Published As
Publication number | Publication date |
---|---|
RU2661150C9 (en) | 2018-11-13 |
RU2661150C2 (en) | 2018-07-12 |
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