BE556920A - - Google Patents
Info
- Publication number
- BE556920A BE556920A BE556920DA BE556920A BE 556920 A BE556920 A BE 556920A BE 556920D A BE556920D A BE 556920DA BE 556920 A BE556920 A BE 556920A
- Authority
- BE
- Belgium
- Prior art keywords
- general formula
- combination
- thiophenylpyridylamine
- hydrohalogens
- reacted
- Prior art date
Links
- 238000000034 method Methods 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 238000000926 separation method Methods 0.000 claims description 4
- 125000005842 heteroatom Chemical group 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 14
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 12
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 6
- 238000001816 cooling Methods 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
- 229910021529 ammonia Inorganic materials 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 238000001953 recrystallisation Methods 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- VQCBAVXIIYKUKZ-UHFFFAOYSA-N n,n-dimethyl-n'-pyridin-2-yl-n'-thiophen-2-ylethane-1,2-diamine Chemical compound C=1C=CC=NC=1N(CCN(C)C)C1=CC=CS1 VQCBAVXIIYKUKZ-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- -1 diethylaminoethylthio-phenylpyridylamine Chemical compound 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
Landscapes
- Pyridine Compounds (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE556920A true BE556920A (en)) |
Family
ID=180533
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE556920D BE556920A (en)) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE556920A (en)) |
-
0
- BE BE556920D patent/BE556920A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH404664A (fr) | Procédé de préparation de nouveaux composés hétérocycliques | |
| EP0927173B1 (fr) | [2-(1-piperazinyl)ethoxy]methyle substitues | |
| BE556920A (en)) | ||
| FR1020M (en)) | ||
| EP0713865B1 (fr) | Dérivés d'acide 2-aminobenzènesulfonique et de chlorure de 2-aminobenzènesulfonyle, leur préparation et leur utilisation comme intermédiaires de synthèse | |
| BE569836A (en)) | ||
| JP5244604B2 (ja) | ベンゾチアゾール化合物の製造方法 | |
| JP4234206B2 (ja) | テトラヒドロピリジン誘導体を調製する方法 | |
| EP1776341A1 (fr) | Procede de preparation de la n-aminopiperedine et de ses sels | |
| BE569697A (en)) | ||
| CH373038A (fr) | Procédé de préparation de nouveaux éthers de pipéridyl-2 aryl méthanols | |
| CA2251637C (fr) | Nouveaux [2-(1-piperazinyl)ethoxy]methyle substitues | |
| BE530795A (en)) | ||
| BE569099A (en)) | ||
| BE533436A (en)) | ||
| BE488997A (en)) | ||
| BE565644A (en)) | ||
| BE478736A (en)) | ||
| BE451559A (en)) | ||
| BE511103A (en)) | ||
| BE504409A (en)) | ||
| BE520249A (en)) | ||
| CH294019A (fr) | Procédé de préparation du thréo-1-p-nitrophényl-2-dichloracétamido-3-chloro-propanol-1. | |
| BE546776A (en)) | ||
| BE565941A (en)) |