HUP0300255A2 - Process for the preparation of 2-phenyl-4-methyl-1-tosil-piperazine - Google Patents
Process for the preparation of 2-phenyl-4-methyl-1-tosil-piperazineInfo
- Publication number
- HUP0300255A2 HUP0300255A2 HU0300255A HUP0300255A HUP0300255A2 HU P0300255 A2 HUP0300255 A2 HU P0300255A2 HU 0300255 A HU0300255 A HU 0300255A HU P0300255 A HUP0300255 A HU P0300255A HU P0300255 A2 HUP0300255 A2 HU P0300255A2
- Authority
- HU
- Hungary
- Prior art keywords
- tosil
- phenyl
- methyl
- piperazine
- mixt
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 abstract 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000005660 chlorination reaction Methods 0.000 abstract 1
- RONZAEMNMFQXRA-UHFFFAOYSA-N mirtazapine Chemical compound C1C2=CC=CN=C2N2CCN(C)CC2C2=CC=CC=C21 RONZAEMNMFQXRA-UHFFFAOYSA-N 0.000 abstract 1
- 229960001785 mirtazapine Drugs 0.000 abstract 1
- ZAOGMHBOKJWLED-UHFFFAOYSA-N n-(2-chloroethyl)-2-(2-chlorophenyl)-n-methylethanamine Chemical compound ClCCN(C)CCC1=CC=CC=C1Cl ZAOGMHBOKJWLED-UHFFFAOYSA-N 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000003444 phase transfer catalyst Substances 0.000 abstract 1
- 239000002516 radical scavenger Substances 0.000 abstract 1
- 238000010956 selective crystallization Methods 0.000 abstract 1
Abstract
2-phenyl-4-methyl-tosil-piperazine is prepd. by a novel method from (2-chloro-ethyl)-(2-chloro-phenyl-ethyl)-methylamine and tosil-amide in the presence of a phase transfer-catalyst and of an acid scavenger in a mixt. of H2O and an immiscible organic solvent. In a pref. prepn. method styryl-oxide reacts with 2-(methyl-amino)-ethanol, followed by chlorination, using thionyl-chloride, and a direct reaction with tosil-amide. The prod. is obtd. from the isomeric mixt. by selective crystallization. 2-phenyl-4-methyl-1-tosil-piperazine is a known effective intermediate cpd. of mirtazepine.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU0300255A HUP0300255A3 (en) | 2003-01-30 | 2003-01-30 | Process for the preparation of 2-phenyl-4-methyl-1-tosil-piperazine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU0300255A HUP0300255A3 (en) | 2003-01-30 | 2003-01-30 | Process for the preparation of 2-phenyl-4-methyl-1-tosil-piperazine |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| HU0300255D0 HU0300255D0 (en) | 2003-04-28 |
| HUP0300255A2 true HUP0300255A2 (en) | 2004-08-30 |
| HUP0300255A3 HUP0300255A3 (en) | 2005-01-28 |
Family
ID=89981117
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0300255A HUP0300255A3 (en) | 2003-01-30 | 2003-01-30 | Process for the preparation of 2-phenyl-4-methyl-1-tosil-piperazine |
Country Status (1)
| Country | Link |
|---|---|
| HU (1) | HUP0300255A3 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102649779A (en) * | 2012-04-20 | 2012-08-29 | 山东鲁药制药有限公司 | Synthesis method for medicine intermediate 1-methyl-3-phenylpiperazine |
-
2003
- 2003-01-30 HU HU0300255A patent/HUP0300255A3/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102649779A (en) * | 2012-04-20 | 2012-08-29 | 山东鲁药制药有限公司 | Synthesis method for medicine intermediate 1-methyl-3-phenylpiperazine |
Also Published As
| Publication number | Publication date |
|---|---|
| HU0300255D0 (en) | 2003-04-28 |
| HUP0300255A3 (en) | 2005-01-28 |
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