BE539340A - - Google Patents
Info
- Publication number
- BE539340A BE539340A BE539340DA BE539340A BE 539340 A BE539340 A BE 539340A BE 539340D A BE539340D A BE 539340DA BE 539340 A BE539340 A BE 539340A
- Authority
- BE
- Belgium
- Prior art keywords
- compounds
- parts
- amino
- toluene
- chloro
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims description 13
- 230000000875 corresponding Effects 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 239000011780 sodium chloride Substances 0.000 claims description 2
- 125000004429 atoms Chemical group 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 5
- -1 3 -diethylamino-ethylamino-toluene Chemical compound 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 238000009835 boiling Methods 0.000 description 3
- 239000012043 crude product Substances 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- PAFZNILMFXTMIY-UHFFFAOYSA-N Cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- 125000004103 aminoalkyl group Chemical group 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- WNRWEBKEQARBKV-UHFFFAOYSA-N 1-(2-chloroethyl)piperidine Chemical compound ClCCN1CCCCC1 WNRWEBKEQARBKV-UHFFFAOYSA-N 0.000 description 1
- YMDNODNLFSHHCV-UHFFFAOYSA-N 2-chloro-N,N-diethylethanamine Chemical compound CCN(CC)CCCl YMDNODNLFSHHCV-UHFFFAOYSA-N 0.000 description 1
- XQEPFFYBEOBNTF-UHFFFAOYSA-N 5-bromo-2-chloro-4-methylaniline Chemical compound CC1=CC(Cl)=C(N)C=C1Br XQEPFFYBEOBNTF-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate dianion Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004432 carbon atoms Chemical group C* 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000004433 nitrogen atoms Chemical group N* 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 description 1
- GLUUGHFHXGJENI-UHFFFAOYSA-N piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 1
- NQRYJNQNLNOLGT-UHFFFAOYSA-N piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 201000004409 schistosomiasis Diseases 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Hydrogenated Pyridines (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE539340A true BE539340A (ja) |
Family
ID=169080
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE539340D BE539340A (ja) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE539340A (ja) |
-
0
- BE BE539340D patent/BE539340A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR102266680B1 (ko) | 벨리노스테트의 다형태 및 이의 제조 방법 | |
| JP2004530638A (ja) | 結晶性ベンラファクシン塩基、及び新規なベンラファクシン塩酸塩多型形状、ならびにその調製方法 | |
| CA1231952A (fr) | Derives de phenyl-4 thiazolyl-2 oxamates | |
| WO1997037982A1 (fr) | Nouveaux [2-(1-piperazinyl)ethoxy]methyle substitues | |
| FR2472564A1 (fr) | Nouveaux aryl-1 arylsulfonyl-4 1h-pyrazolols-3, et procede pour les preparer | |
| JP2005511668A (ja) | 結晶性ベンラファキシン塩基及びベンラファキシン塩酸塩の新規多形、並びにそれらの製法 | |
| EP0002978B1 (fr) | Dérivés de thiazolidinedione-2,4, leur préparation et leur application en thérapeutique | |
| BE539340A (ja) | ||
| BE563113A (ja) | ||
| BE721781A (ja) | ||
| TWI287009B (en) | Method for producing 8-hydroxyjulolidine and analogs thereof | |
| CA2251637C (fr) | Nouveaux [2-(1-piperazinyl)ethoxy]methyle substitues | |
| BE623104A (ja) | ||
| JP2002512210A (ja) | ２−ヒドロキシアルキルハロフェノンの製造方法 | |
| FR2494696A1 (fr) | Nouveau procede de preparation de steroides 3-amines et leurs sels | |
| FR2615853A1 (fr) | Nouveau procede pour la preparation de derives de la piperazine pharmacologiquement actifs, derives et nouveaux intermediaires obtenus | |
| BE901066A (fr) | Composes chimiues intermediiares pour la preparation d'aniline substituee et procede de preparation. | |
| BE441883A (ja) | ||
| BE896054A (fr) | Preparation d'alpha-ceto-acides et d'alpha-ceto-esters de composes heterocycliques-aromatiques pentagonaux | |
| JPS58164573A (ja) | １−（４−クロロベンゾイル）−５−メトキシ−２−メチル−３−インド−ルアセトキシ酢酸類の製法 | |
| BE467172A (ja) | ||
| BE624686A (ja) | ||
| BE543002A (ja) | ||
| BE520611A (ja) | ||
| BE546776A (ja) |