IES20180261A2 - Drug intermediates 3,4,5-trimethoxybenzaldehyde synthesis method - Google Patents
Drug intermediates 3,4,5-trimethoxybenzaldehyde synthesis methodInfo
- Publication number
- IES20180261A2 IES20180261A2 IES20180261A IES20180261A2 IE S20180261 A2 IES20180261 A2 IE S20180261A2 IE S20180261 A IES20180261 A IE S20180261A IE S20180261 A2 IES20180261 A2 IE S20180261A2
- Authority
- IE
- Ireland
- Prior art keywords
- solution
- trimethoxybenzaldehyde
- added
- temperature
- synthesis method
- Prior art date
Links
- OPHQOIGEOHXOGX-UHFFFAOYSA-N 3,4,5-trimethoxybenzaldehyde Chemical compound COC1=CC(C=O)=CC(OC)=C1OC OPHQOIGEOHXOGX-UHFFFAOYSA-N 0.000 title abstract 6
- 239000003814 drug Substances 0.000 title abstract 2
- 229940079593 drug Drugs 0.000 title abstract 2
- 239000000543 intermediate Substances 0.000 title abstract 2
- 238000001308 synthesis method Methods 0.000 title abstract 2
- 239000000243 solution Substances 0.000 abstract 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 abstract 2
- IZUKQUVSCNEFMJ-UHFFFAOYSA-N 1,2-dinitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1[N+]([O-])=O IZUKQUVSCNEFMJ-UHFFFAOYSA-N 0.000 abstract 1
- -1 2,6-dibromo-3,4,5-trimethoxy-benzyl Chemical group 0.000 abstract 1
- RBNNPWUKDNRSMD-UHFFFAOYSA-N [Cl].[Ir] Chemical compound [Cl].[Ir] RBNNPWUKDNRSMD-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N benzyl alcohol Substances OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 abstract 1
- 235000010290 biphenyl Nutrition 0.000 abstract 1
- 239000004305 biphenyl Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 230000018044 dehydration Effects 0.000 abstract 1
- 238000006297 dehydration reaction Methods 0.000 abstract 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 239000011780 sodium chloride Substances 0.000 abstract 1
- 235000010344 sodium nitrate Nutrition 0.000 abstract 1
- 239000004317 sodium nitrate Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
The present invention discloses drug intermediates 3,4,5-trimethoxybenzaldehyde synthesis method, comprises the following steps: the reaction vessel is charged with 2,6-dibromo-3,4,5-trimethoxy-benzyl alcohol and hexane, controls the temperature of the solution, the aqueous solution, potassium peroxodisulfate are added, continues to react; then sodium nitrate solution and chlorine iridium acid powder are added, raises the temperature, continues to react, sodium chloride solution is added, reduces the temperature, standing, after the solution layers, washed with biphenyl solution, recrystallized in the o-dinitrobenzene solution, dehydrated with dehydration, gets the finished product 3,4,5-trimethoxybenzaldehyde. <Figure 1>
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710797628.2A CN108238882A (en) | 2017-09-07 | 2017-09-07 | The synthetic method of pharmaceutical intermediate 3,4,5-Trimethoxybenzaldehyde |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IES20180261A2 true IES20180261A2 (en) | 2019-11-13 |
Family
ID=60117386
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IES20180261 IES20180261A2 (en) | 2017-09-07 | 2018-08-23 | Drug intermediates 3,4,5-trimethoxybenzaldehyde synthesis method |
Country Status (4)
| Country | Link |
|---|---|
| CN (1) | CN108238882A (en) |
| AU (1) | AU2018101124A4 (en) |
| GB (1) | GB201714446D0 (en) |
| IE (1) | IES20180261A2 (en) |
-
2017
- 2017-09-07 CN CN201710797628.2A patent/CN108238882A/en active Pending
- 2017-09-08 GB GBGB1714446.0A patent/GB201714446D0/en not_active Ceased
-
2018
- 2018-08-11 AU AU2018101124A patent/AU2018101124A4/en not_active Ceased
- 2018-08-23 IE IES20180261 patent/IES20180261A2/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| AU2018101124A4 (en) | 2018-09-06 |
| GB201714446D0 (en) | 2017-10-25 |
| CN108238882A (en) | 2018-07-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FJ9A | Application deemed to be withdrawn section 31(3) |