FR2000694A1 - Process for 2-methylimidazole intermediate for drugs - Google Patents
Process for 2-methylimidazole intermediate for drugsInfo
- Publication number
- FR2000694A1 FR2000694A1 FR6900605A FR6900605A FR2000694A1 FR 2000694 A1 FR2000694 A1 FR 2000694A1 FR 6900605 A FR6900605 A FR 6900605A FR 6900605 A FR6900605 A FR 6900605A FR 2000694 A1 FR2000694 A1 FR 2000694A1
- Authority
- FR
- France
- Prior art keywords
- drugs
- glyoxal
- acetaldehyde
- soln
- free base
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000003814 drug Substances 0.000 title abstract 2
- 229940079593 drug Drugs 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 title 1
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 abstract 4
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 239000012458 free base Substances 0.000 abstract 2
- 229940015043 glyoxal Drugs 0.000 abstract 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 abstract 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 239000002917 insecticide Substances 0.000 abstract 1
- 239000003456 ion exchange resin Substances 0.000 abstract 1
- 229920003303 ion-exchange polymer Polymers 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910017604 nitric acid Inorganic materials 0.000 abstract 1
- SQYNKIJPMDEDEG-UHFFFAOYSA-N paraldehyde Chemical compound CC1OC(C)OC(C)O1 SQYNKIJPMDEDEG-UHFFFAOYSA-N 0.000 abstract 1
- 229920000647 polyepoxide Polymers 0.000 abstract 1
- 238000005185 salting out Methods 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 235000010288 sodium nitrite Nutrition 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Process for preparing 2-Me-imidazole (I) by condensation of glyoxal with acetaldehyde and NH3 in an aq. medium with separation of I as the free base in cryst. form by salting out. The NH3 may be used as a gas or a soln. The reaction mass obtd. in the oxidn. of paracetaldehyde with NaNO2 and HNO3 and contng. glyoxal, acetaldehyde and acetic acid may be used in situ with NH3 soln. Intermediate for drugs, insecticides, epoxide resins and ion exchange resins. Direct prepn. of the free base; cheaper and more readily accessible starting materials; simpler process and higher yields (up to 75%).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RO5571068 | 1968-01-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR2000694A1 true FR2000694A1 (en) | 1969-09-12 |
Family
ID=20086645
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR6900605A Withdrawn FR2000694A1 (en) | 1968-01-25 | 1969-01-16 | Process for 2-methylimidazole intermediate for drugs |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1903614A1 (en) |
| FR (1) | FR2000694A1 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2306203A1 (en) * | 1975-04-03 | 1976-10-29 | Nobel Hoechst Chimie | IMIDAZOLE AND ALKYL-2 IMIDAZOLES AND THEIR MANUFACTURING PROCESS |
| DE2940709A1 (en) * | 1979-10-08 | 1981-04-16 | Basf Ag, 6700 Ludwigshafen | METHOD FOR PRODUCING IMIDAZOLES SUBSTITUTED IN 1 POSITION |
| DE3018458A1 (en) * | 1980-05-14 | 1982-01-21 | Basf Ag, 6700 Ludwigshafen | METHOD FOR PRODUCING 4-METHYLIMIDAZOLES |
-
1969
- 1969-01-16 FR FR6900605A patent/FR2000694A1/en not_active Withdrawn
- 1969-01-24 DE DE19691903614 patent/DE1903614A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE1903614A1 (en) | 1969-09-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |