PL407408A1 - 4-methyl-7-(propan-2-yl)-1,5,6,7-tetrahydro-2H-azepine-2-one and its preparation method - Google Patents
4-methyl-7-(propan-2-yl)-1,5,6,7-tetrahydro-2H-azepine-2-one and its preparation methodInfo
- Publication number
- PL407408A1 PL407408A1 PL407408A PL40740814A PL407408A1 PL 407408 A1 PL407408 A1 PL 407408A1 PL 407408 A PL407408 A PL 407408A PL 40740814 A PL40740814 A PL 40740814A PL 407408 A1 PL407408 A1 PL 407408A1
- Authority
- PL
- Poland
- Prior art keywords
- propan
- tetrahydro
- methyl
- formula
- azepine
- Prior art date
Links
- MIWDIPHHZKXWAJ-UHFFFAOYSA-N 5-methyl-2-propan-2-yl-1,2,3,4-tetrahydroazepin-7-one Chemical compound CC1=CC(NC(CC1)C(C)C)=O MIWDIPHHZKXWAJ-UHFFFAOYSA-N 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 abstract 2
- 238000003756 stirring Methods 0.000 abstract 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 1
- KMPWYEUPVWOPIM-UHFFFAOYSA-N cinchonidine Natural products C1=CC=C2C(C(C3N4CCC(C(C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-UHFFFAOYSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229930006968 piperitone Natural products 0.000 abstract 1
- -1 piperitone oxime Chemical class 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Plural Heterocyclic Compounds (AREA)
Abstract
Wynalazek ujawnia 4-metylo-7-(propan-2-ylo)-l,5,6,7-tetrahydro-2H-azepino-2-on o wzorze 1 znajdujący zastosowanie jako substrat do dalszych syntez w przemyśle farmaceutycznym. Wynalazek dotyczy również sposobu otrzymywania 4-metylo-7-(propan-2-ylo)-l,5,6,7-tetrahydro-2H-azepino-2-on o wzorze l, który polega na tym, że 1g oksymu piperytonu o wzorze 2 i rozpuszcza się w roztworze 0,6g NaOH, 5 ml H2O i 4 ml tetrahydrofuranu, po czym całość ochładza się do 5°C i przy intensywnym mieszaniu wkrapla się l,82g TsCl w 2 ml tetrahydrofuranu, a reakcję prowadzi się przez 19 h w temperaturze pokojowej. Następnie mieszaninę ogrzewa się przez 2h w temperaturze 50°C przy ciągłym mieszaniu, całość rozcieńcza się wodą do 100 ml i ekstrahuje się eterem dietylowym.The invention discloses 4-methyl-7- (propan-2-yl) -1, 5,6,7-tetrahydro-2H-azepin-2-one of formula 1 which is used as a substrate for further syntheses in the pharmaceutical industry. The invention also relates to a method for preparing 4-methyl-7- (propan-2-yl) -1, 5,6,7-tetrahydro-2H-azepin-2-one of formula I, which consists in that 1g of piperitone oxime formula 2 and dissolved in a solution of 0.6g NaOH, 5 ml H2O and 4 ml tetrahydrofuran, after which it is cooled to 5 ° C and 1.82g TsCl in 2 ml tetrahydrofuran is added dropwise with vigorous stirring, and the reaction is carried out for 19 h at room temperature. The mixture is then heated for 2h at 50 ° C with continuous stirring, the whole is diluted with water to 100 ml and extracted with diethyl ether.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL407408A PL407408A1 (en) | 2014-03-05 | 2014-03-05 | 4-methyl-7-(propan-2-yl)-1,5,6,7-tetrahydro-2H-azepine-2-one and its preparation method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL407408A PL407408A1 (en) | 2014-03-05 | 2014-03-05 | 4-methyl-7-(propan-2-yl)-1,5,6,7-tetrahydro-2H-azepine-2-one and its preparation method |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL407408A1 true PL407408A1 (en) | 2014-11-24 |
Family
ID=51902582
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL407408A PL407408A1 (en) | 2014-03-05 | 2014-03-05 | 4-methyl-7-(propan-2-yl)-1,5,6,7-tetrahydro-2H-azepine-2-one and its preparation method |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL407408A1 (en) |
-
2014
- 2014-03-05 PL PL407408A patent/PL407408A1/en unknown
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